diff --git a/electrolyte_fm/data_modules/mixture_dataset.py b/electrolyte_fm/data_modules/mixture_dataset.py index f16e1699..2a617c1c 100644 --- a/electrolyte_fm/data_modules/mixture_dataset.py +++ b/electrolyte_fm/data_modules/mixture_dataset.py @@ -68,7 +68,7 @@ class ComponentDataModule(LightningDataModule): def __init__( self, path: str, - target_columns: Union[str, List[str]], + target_columns: list | str, n_components: int = 2, tokenizer: Optional[str] = None, batch_size: int = 64, diff --git a/opt/design/olfaction_trends.jl b/opt/design/olfaction_trends.jl index 81752203..ba473e46 100644 --- a/opt/design/olfaction_trends.jl +++ b/opt/design/olfaction_trends.jl @@ -59,16 +59,13 @@ function plot_scent_by_type(df::DataFrame) types = sort(unique(df.type)) scent_cols = get_scent_cols(df) colors = MISTStyle.CAT_COLORS - linestyles = [ - :solid, (:dash, :dense), (:dot, :dense), - :dashdot, :dashdotdot, (:dot, :loose), (:dash, :loose) - ] + markers = [:circle, :rect, :diamond, :utriangle, :dtriangle, :pentagon, :cross, :xcross] scent_colors = Dict(s => colors[mod1(i, length(colors))] for (i, s) in enumerate(scent_cols)) - scent_linestyles = Dict(s => linestyles[mod1(i, length(linestyles))] for (i, s) in enumerate(scent_cols)) + scent_markers = Dict(s => markers[mod1(i, length(markers))] for (i, s) in enumerate(scent_cols)) - fig = Figure(size=(250mm, 120mm), figure_padding=(3, 3, 3, 3)) - n_cols = ceil(Int, length(types) / 2) + fig = Figure(size=(175mm, 170mm), figure_padding=(3, 3, 3, 3)) + n_cols = ceil(Int, length(types) / 4) for (i, type) in enumerate(types) df_type = filter(row -> row.type == type, df) @@ -99,17 +96,18 @@ function plot_scent_by_type(df::DataFrame) sigmoid.(y_mean .+ y_std), color=(scent_colors[scent], 0.2) ) - lines!( + scatterlines!( ax, df_type.n_carbon, y_prob, color=scent_colors[scent], - linestyle=scent_linestyles[scent] + marker=scent_markers[scent], + markersize=5 ) push!( plotted_elements, - LineElement( + MarkerElement( color=scent_colors[scent], - linestyle=scent_linestyles[scent] + marker=scent_markers[scent], ) ) push!(plotted_labels, scent) @@ -139,16 +137,18 @@ function plot_branched_scent_comparison(df::DataFrame) max_variants = maximum(nrow(filter(row -> row.type == type, df)) for type in types) scent_colors = [colors[mod1(i, length(colors))] for i in eachindex(scents_to_plot)] - fig = Figure(size=(175mm, 140mm), figure_padding=(5, 5, 5, 5)) + fig = Figure(size=(175mm, 120mm), figure_padding=(5, 5, 5, 5)) + gl = GridLayout(fig[1, 1]) for (i, type) in enumerate(types) df_type = filter(row -> row.type == type, df) row_pos, col_pos = grid_position(i, 2) ax = Axis( - fig[row_pos, col_pos], + gl[row_pos, col_pos], ylabel="Probability", title=type, + titlesize=6, xticklabelrotation=π/3, xticklabelalign=(:right, :center), limits=(0.5, max_variants + 0.5, 0, 1.3), @@ -180,8 +180,14 @@ function plot_branched_scent_comparison(df::DataFrame) end end + sublabels = ["a", "b", "c", "d", "e", "f"] + for (i, label) in enumerate(sublabels[1:length(types)]) + row_pos, col_pos = grid_position(i, 2) + sublabel!(gl[row_pos, col_pos, TopLeft()], label; left=15pt) + end + Legend( - fig[3, :], + fig[2, 1], [PolyElement(color=c) for c in scent_colors], scents_to_plot, orientation=:horizontal, diff --git a/opt/design/src/hydrocarbons.jl b/opt/design/src/hydrocarbons.jl index 4268c974..2956e071 100644 --- a/opt/design/src/hydrocarbons.jl +++ b/opt/design/src/hydrocarbons.jl @@ -22,25 +22,27 @@ tert_alkyl(n::Int) = n < 4 ? "C"^n : "C(C)(C)" * "C"^(n - 3) function branched_esters(n_total::Int) esters = [] - # Generate esters with different chain length splits for n_acyl in 1:(n_total - 1) n_alkoxy = n_total - n_acyl - # Linear acyl, iso alkoxy (if n_alkoxy >= 3) + + push!(esters, (; smi="O=C(O" * "C"^n_alkoxy * ")" * "C"^(n_acyl - 1), + branch_pattern="linear")) + if n_alkoxy >= 3 push!(esters, (; smi="O=C(O" * iso_alkyl(n_alkoxy) * ")" * "C"^(n_acyl - 1), branch_pattern="iso-alkoxy")) end - # Iso acyl, linear alkoxy (n_acyl - 1 >= 3, so n_acyl >= 4) + if n_acyl >= 4 push!(esters, (; smi="O=C(O" * "C"^n_alkoxy * ")" * iso_alkyl(n_acyl - 1), branch_pattern="iso-acyl")) end - # Tert acyl, linear alkoxy (n_acyl - 1 >= 4, so n_acyl >= 5) + if n_acyl >= 5 push!(esters, (; smi="O=C(O" * "C"^n_alkoxy * ")" * tert_alkyl(n_acyl - 1), branch_pattern="tert-acyl")) end - # Both iso (n_acyl - 1 >= 3 and n_alkoxy >= 3, so n_acyl >= 4 and n_alkoxy >= 3) + if n_acyl >= 4 && n_alkoxy >= 3 push!(esters, (; smi="O=C(O" * iso_alkyl(n_alkoxy) * ")" * iso_alkyl(n_acyl - 1), branch_pattern="iso-both")) @@ -51,30 +53,32 @@ end function branched_ethers(n_total::Int) ethers = [] - # Generate ethers with different chain length splits for n_left in 1:(n_total - 1) n_right = n_total - n_left - # Linear left, iso right (if n_right >= 3) + + push!(ethers, (; smi="C"^n_left * "O" * "C"^n_right, + branch_pattern="linear")) + if n_right >= 3 push!(ethers, (; smi="C"^n_left * "O" * iso_alkyl(n_right), branch_pattern="iso-right")) end - # Iso left, linear right (if n_left >= 3) + if n_left >= 3 push!(ethers, (; smi=iso_alkyl(n_left) * "O" * "C"^n_right, branch_pattern="iso-left")) end - # Tert left, linear right (if n_left >= 4) + if n_left >= 4 push!(ethers, (; smi=tert_alkyl(n_left) * "O" * "C"^n_right, branch_pattern="tert-left")) end - # Linear left, tert right (if n_right >= 4) + if n_right >= 4 push!(ethers, (; smi="C"^n_left * "O" * tert_alkyl(n_right), branch_pattern="tert-right")) end - # Both iso (if both sides >= 3) + if n_left >= 3 && n_right >= 3 push!(ethers, (; smi=iso_alkyl(n_left) * "O" * iso_alkyl(n_right), branch_pattern="iso-both")) @@ -85,29 +89,30 @@ end function branched_alcohols(n_total::Int) alcohols = [] - # Secondary alcohols - OH on carbon with iso branching (if n >= 3) + + push!(alcohols, (; smi="O" * "C"^n_total, + branch_pattern="primary-linear")) + if n_total >= 3 push!(alcohols, (; smi="O" * iso_alkyl(n_total), branch_pattern="secondary-at-O-iso")) end - # Tertiary alcohols - OH on carbon with tert branching (if n >= 4) + if n_total >= 4 push!(alcohols, (; smi="O" * tert_alkyl(n_total), branch_pattern="tertiary-at-O-tert")) end - # Secondary alcohols (OH on internal carbon, linear) + for pos in 2:(n_total - 1) - # Linear secondary alcohol push!(alcohols, (; smi="C"^(pos - 1) * "C(O)" * "C"^(n_total - pos), branch_pattern="secondary-linear")) - # Tertiary alcohol with branching at OH position (both sides must exist) if pos >= 2 && pos <= n_total - 2 push!(alcohols, (; smi="C"^(pos - 1) * "C(O)(C)" * "C"^(n_total - pos - 1), branch_pattern="tertiary-at-O")) end end - # Tertiary alcohols (3 distinct alkyl groups) + if n_total >= 4 for n_side1 in 1:(n_total - 3) for n_side2 in 1:(n_total - n_side1 - 2) @@ -122,29 +127,30 @@ end function branched_thiols(n_total::Int) thiols = [] - # Secondary thiols - SH on carbon with iso branching (if n >= 3) + + push!(thiols, (; smi="S" * "C"^n_total, + branch_pattern="primary-linear")) + if n_total >= 3 push!(thiols, (; smi="S" * iso_alkyl(n_total), branch_pattern="secondary-at-S-iso")) end - # Tertiary thiols - SH on carbon with tert branching (if n >= 4) + if n_total >= 4 push!(thiols, (; smi="S" * tert_alkyl(n_total), branch_pattern="tertiary-at-S-tert")) end - # Secondary thiols (SH on internal carbon, linear) + for pos in 2:(n_total - 1) - # Linear secondary thiol push!(thiols, (; smi="C"^(pos - 1) * "C(S)" * "C"^(n_total - pos), branch_pattern="secondary-linear")) - # Tertiary thiol with branching at SH position (both sides must exist) if pos >= 2 && pos <= n_total - 2 push!(thiols, (; smi="C"^(pos - 1) * "C(S)(C)" * "C"^(n_total - pos - 1), branch_pattern="tertiary-at-S")) end end - # Tertiary thiols (3 distinct alkyl groups) + if n_total >= 4 for n_side1 in 1:(n_total - 3) for n_side2 in 1:(n_total - n_side1 - 2) @@ -205,15 +211,15 @@ end function fragrance_compounds(n::Int) df = DataFrame(vcat( - [(; type="Alkanes", smi=alkane(n)) for n in 1:n], + # [(; type="Alkanes", smi=alkane(n)) for n in 1:n], [(; type="Esters", smi=ester(n)) for n in 1:n], [(; type="Ethers", smi=ether(n)) for n in 3:n], [(; type="Alcohols", smi=alcohol(n)) for n in 1:n], [(; type="Aldehydes", smi=aldehyde(n)) for n in 1:n], [(; type="Carboxylic acids", smi=carboxylic_acid(n)) for n in 2:n], - [(; type="Alkenes", smi=alkene(n)) for n in 2:n], - [(; type="Alkynes", smi=alkyne(n)) for n in 2:n], - [(; type="Arenes", smi=arene(n)) for n in 0:n], + # [(; type="Alkenes", smi=alkene(n)) for n in 2:n], + # [(; type="Alkynes", smi=alkyne(n)) for n in 2:n], + # [(; type="Arenes", smi=arene(n)) for n in 0:n], [(; type="Thiol", smi=thiol(n)) for n in 1:n], )) @@ -223,10 +229,10 @@ end function branched_fragrance_compounds(n::Int) df = DataFrame(vcat( - [(; type="Branched Esters", row...) for row in branched_esters(n)], - [(; type="Branched Ethers", row...) for row in branched_ethers(n)], - [(; type="Branched Alcohols", row...) for row in branched_alcohols(n)], - [(; type="Branched Thiols", row...) for row in branched_thiols(n)], + [(; type="Esters", row...) for row in branched_esters(n)], + [(; type="Ethers", row...) for row in branched_ethers(n)], + [(; type="Alcohols", row...) for row in branched_alcohols(n)], + [(; type="Thiols", row...) for row in branched_thiols(n)], )) n_carbon!(df) return df diff --git a/opt/interp_embeddings/uv.lock b/opt/interp_embeddings/uv.lock new file mode 100644 index 00000000..3df3b743 --- /dev/null +++ b/opt/interp_embeddings/uv.lock @@ -0,0 +1,2033 @@ +version = 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list of CIDs.""" - df = pd.read_csv(filepath).fillna(0) - mixture_dict = {} - for _, row in df.iterrows(): - cids = [ - int(row[col]) - for col in df.columns - if col.startswith("CID") and int(row[col]) > 0 - ] - mixture_dict[row["Mixture Label"]] = cids - return mixture_dict - - -def load_cid_cache(cache_file: Path) -> dict: - if cache_file.exists(): - with open(cache_file, "r") as f: - cache = {int(k): v for k, v in json.load(f).items()} - print(f"Loaded CID cache: {len(cache)} entries") - return cache - return {} - - -def fetch_missing_smiles(all_cids: set, cid_cache: dict, cache_file: Path): - missing_cids = [cid for cid in all_cids if cid not in cid_cache] - if missing_cids: - print(f"Fetching SMILES for {len(missing_cids)} CIDs from PubChem...") - for cid in missing_cids: - get_smiles_from_cid(cid, cid_cache) - with open(cache_file, "w") as f: - json.dump(cid_cache, f, indent=2) - - failed = [cid for cid in all_cids if not cid_cache.get(cid)] - if failed: - print(f"Warning: Failed to retrieve {len(failed)} CIDs: {sorted(failed)}") - - -def find_target_column(df: pd.DataFrame) -> str: - for col in [ - "Experimental Values", - "Predicted_Experimental_Values", - "Experimental values", - ]: - if col in df.columns: - return col - raise ValueError("No target column found") - - -def process_mixture_pairs( - df: pd.DataFrame, mixture_dict: dict, cid_cache: dict -) -> list: - """Process DataFrame of mixture pairs into SMILES format.""" - mix1_col = "Mixture 1" if "Mixture 1" in df.columns else "Mixture_1" - mix2_col = "Mixture 2" if "Mixture 2" in df.columns else "Mixture_2" - target_col = find_target_column(df) - - processed = [] - for _, row in df.iterrows(): - mix1_cids = mixture_dict.get(row[mix1_col], []) - mix2_cids = mixture_dict.get(row[mix2_col], []) - mix1_smiles = [cid_cache[cid] for cid in mix1_cids if cid_cache.get(cid)] - mix2_smiles = [cid_cache[cid] for cid in mix2_cids if cid_cache.get(cid)] - - if mix1_smiles and mix2_smiles: - processed.append( - { - "mix1_smiles": mix1_smiles, - "mix2_smiles": mix2_smiles, - "mix1_cids": mix1_cids, - "mix2_cids": mix2_cids, - "target": row[target_col], - } - ) - return processed - - -def save_train_val_test(data: pd.DataFrame, output_dir: Path, train_frac: float): - data["mix1_smiles"] = data["mix1_smiles"].apply(str) - data["mix2_smiles"] = data["mix2_smiles"].apply(str) - - train = data.sample(frac=train_frac, random_state=42) - remaining = data.drop(train.index) - train.to_csv(output_dir / "train.csv", index=False) - - if train_frac == 0.8: - val = remaining.sample(frac=0.5, random_state=42) - test = remaining.drop(val.index) - val.to_csv(output_dir / "val.csv", index=False) - test.to_csv(output_dir / "test.csv", index=False) - print( - f"Saved {len(train)} train, {len(val)} val, {len(test)} test to {output_dir}" - ) - else: - remaining.to_csv(output_dir / "val.csv", index=False) - print(f"Saved {len(train)} train, {len(remaining)} val to {output_dir}") - - -def process_dream2024_data( - data_dir: str = "/nfs/turbo/coe-venkvis/abhutani/mist-dream/data/dream_2024", - output_dir: str = "dream2024_processed", -): - """Process DREAM 2024 data for MultiMixtureDataModule.""" - data_dir = Path(data_dir) - output_dir = Path(output_dir) - output_dir.mkdir(parents=True, exist_ok=True) - - cache_file = output_dir / "cid_to_smiles.json" - cid_cache = load_cid_cache(cache_file) - - train_mixtures = load_mixture_definitions( - data_dir / "Cleaned_Mixure_Definitions_Training_Set.csv" - ) - leaderboard_mixtures = load_mixture_definitions( - data_dir / "Mixure_Definitions_Leaderboard_set.csv" - ) - print( - f"Loaded {len(train_mixtures)} training, {len(leaderboard_mixtures)} leaderboard mixtures" - ) - - all_cids = set() - for cids in list(train_mixtures.values()) + list(leaderboard_mixtures.values()): - all_cids.update(cids) - - fetch_missing_smiles(all_cids, cid_cache, cache_file) - - train_df = pd.read_csv(data_dir / "TrainingData_mixturedist.csv") - train_processed = process_mixture_pairs(train_df, train_mixtures, cid_cache) - - leaderboard_df = pd.read_csv(data_dir / "Leaderboard_set_Submission_form.csv") - leaderboard_processed = process_mixture_pairs( - leaderboard_df, leaderboard_mixtures, cid_cache - ) - - train_df = pd.DataFrame(train_processed) - train_df["mix1_smiles"] = train_df["mix1_smiles"].apply(str) - train_df["mix2_smiles"] = train_df["mix2_smiles"].apply(str) - - train_split = train_df.sample(frac=0.9, random_state=42) - val_split = train_df.drop(train_split.index) - train_split.to_csv(output_dir / "train.csv", index=False) - val_split.to_csv(output_dir / "val.csv", index=False) - - test_df = pd.DataFrame(leaderboard_processed) - test_df["mix1_smiles"] = test_df["mix1_smiles"].apply(str) - test_df["mix2_smiles"] = test_df["mix2_smiles"].apply(str) - test_df.to_csv(output_dir / "test.csv", index=False) - - print( - f"Saved {len(train_split)} train, {len(val_split)} val, {len(test_df)} test to {output_dir}" - ) - - -def process_olfboost_data( - data_dir: str = "/nfs/turbo/coe-venkvis/abhutani/mist-dream/data/OlfBoost", - output_dir: str = "OlfBoost_processed", -): - """ - Process DREAM 2024 OlfBoost augemented data for MultiMixtureDataModule. - https://github.com/Satarifard/CWYK-Olfboost/tree/0c6ae49d1d1343226e96733263e479ddcad79e7d/data/processed - """ - data_dir = Path(data_dir) - output_dir = Path(output_dir) - output_dir.mkdir(parents=True, exist_ok=True) - - cache_file = output_dir / "cid_to_smiles.json" - cid_cache = load_cid_cache(cache_file) - - train_mixtures = load_mixture_definitions( - data_dir / "Mixure_Definitions_augmented_dataset.csv" - ) - print(f"Loaded {len(train_mixtures)} mixtures") - - all_cids = set(cid for cids in train_mixtures.values() for cid in cids) - fetch_missing_smiles(all_cids, cid_cache, cache_file) - - train_df = pd.read_csv(data_dir / "gt_with_dataset_V2_augmented_dataset.csv") - train_processed = process_mixture_pairs(train_df, train_mixtures, cid_cache) - - save_train_val_test(pd.DataFrame(train_processed), output_dir, train_frac=0.8) - - -def process_satarifard2025_test_set( - data_dir: str = "/nfs/turbo/coe-venkvis/abhutani/mist-dream/data/Satarifard2025", - output_dir: str = "Satarifard2025_processed", -): - """ - Process DREAM 2024 test set for MultiMixtureDataModule as released in - https://github.com/Satarifard/DREAM-olfactory-mixtures-prediction-challenge/tree/c26be61362270b425275beeeff686a11d2812ed3/Test_Dataset - """ - data_dir = Path(data_dir) - output_dir = Path(output_dir) - output_dir.mkdir(parents=True, exist_ok=True) - - cache_file = output_dir / "cid_to_smiles.json" - cid_cache = load_cid_cache(cache_file) - - test_mixtures = load_mixture_definitions( - data_dir / "Test_set_Mixure_Definitions.csv" - ) - print(f"Loaded {len(test_mixtures)} mixtures") - - all_cids = set(cid for cids in test_mixtures.values() for cid in cids) - fetch_missing_smiles(all_cids, cid_cache, cache_file) - - test_df = pd.read_csv(data_dir / "Test_set_mixturedist.csv") - test_processed = process_mixture_pairs(test_df, test_mixtures, cid_cache) - - test_df = pd.DataFrame(test_processed) - test_df["mix1_smiles"] = test_df["mix1_smiles"].apply(str) - test_df["mix2_smiles"] = test_df["mix2_smiles"].apply(str) - test_df.to_csv(output_dir / "test.csv", index=False) - - print(f"Saved {len(test_df)} test examples to {output_dir}") - - -if __name__ == "__main__": - process_satarifard2025_test_set() diff --git a/opt/olfaction/pyproject.toml b/opt/olfaction/pyproject.toml deleted file mode 100644 index 40ae6e2c..00000000 --- a/opt/olfaction/pyproject.toml +++ /dev/null @@ -1,13 +0,0 @@ -[project] -name = "olfaction" -version = "0.1.0" -readme = "README.md" -requires-python = ">=3.10, <3.14" -dependencies = [ - "electrolyte_fm", - "matplotlib>=3.10.8", - "pubchempy>=1.0.5", -] - -[tool.uv.sources] -electrolyte_fm = { path = "../../", editable = true } diff --git a/opt/olfactory/.python-version b/opt/olfactory/.python-version new file mode 100644 index 00000000..24ee5b1b --- /dev/null +++ b/opt/olfactory/.python-version @@ -0,0 +1 @@ +3.13 diff --git a/opt/olfactory/Project.toml b/opt/olfactory/Project.toml new file mode 100644 index 00000000..6eab37d5 --- /dev/null +++ b/opt/olfactory/Project.toml @@ -0,0 +1,31 @@ +name = "Olfaction" +version = "0.1.0" + +[deps] +CSV = "336ed68f-0bac-5ca0-87d4-7b16caf5d00b" +CategoricalArrays = "324d7699-5711-5eae-9e2f-1d82baa6b597" +ColorSchemes = "35d6a980-a343-548e-a6ea-1d62b119f2f4" +Colors = "5ae59095-9a9b-59fe-a467-6f913c188581" +DataFrames = "a93c6f00-e57d-5684-b7b6-d8193f3e46c0" +Distances = "b4f34e82-e78d-54a5-968a-f98e89d6e8f7" +FStrings = "1e2663ae-5621-49ef-9c0a-672f85872094" +Format = "1fa38f19-a742-5d3f-a2b9-30dd87b9d5f8" +JSON = "682c06a0-de6a-54ab-a142-c8b1cf79cde6" +JSON3 = "0f8b85d8-7281-11e9-16c2-39a750bddbf1" +LinearAlgebra = "37e2e46d-f89d-539d-b4ee-838fcccc9c8e" +MISTStyle = "0a43f4a4-3db7-4939-b247-26273f54b603" +Makie = "ee78f7c6-11fb-53f2-987a-cfe4a2b5a57a" +PythonCall = "6099a3de-0909-46bc-b1f4-468b9a2dfc0d" +Statistics = "10745b16-79ce-11e8-11f9-7d13ad32a3b2" +StatsBase = "2913bbd2-ae8a-5f71-8c99-4fb6c76f3a91" + +[sources] +MISTStyle = {path = "../MISTStyle"} + +[compat] +ColorSchemes = "3.31.0" +FStrings = "0.1.2" +JSON = "0.21" +LinearAlgebra = "1.11.0" +Statistics = "1.10" +StatsBase = "0.34.6" diff --git a/opt/olfaction/__init__.py b/opt/olfactory/README.md similarity index 100% rename from opt/olfaction/__init__.py rename to opt/olfactory/README.md diff --git a/opt/olfactory/discontinuity_example.py b/opt/olfactory/discontinuity_example.py new file mode 100644 index 00000000..37e022cc --- /dev/null +++ b/opt/olfactory/discontinuity_example.py @@ -0,0 +1,41 @@ +import numpy as np +import pandas as pd + +from electrolyte_fm.models.prod_finetune import MISTFinetuned + +small_change = [ + ({"Acetone": "CC(=O)C"}, {"Thioacetone": "CC(=S)C"}), + ({"Limonene": "CC1=CCC(CC1)C(=C)C"}, {"Eucalyptol": "CC1(C2CCC(O1)(CC2)C)C"}), +] + +model = MISTFinetuned.from_pretrained("data/models/mist-26.9M-48kpooqf-odour") +model.eval() +_smi = ["CC(=O)C", "CC(=S)C", "CC1=CCC(CC1)C(=C)C", "CC1(C)OC2CCC1(C)CC2"] + +pred = model.predict(_smi) +pred = {k: 0.1 * v["value"] for k, v in pred.items()} +df = pd.DataFrame(pred, index=_smi) + +for i in range(9): + pred = model.predict(_smi) + pred = {k: 0.1 * v["value"] for k, v in pred.items()} + df += pd.DataFrame(pred, index=_smi) + +normalized_logits = 1 / (1 + np.exp(-1 * df)) +binary_df = normalized_logits > 0.5 +binary_df = binary_df.astype("int64") +normalized_logits.to_csv("small_change_normalized_logits.csv") + +binary_df.to_csv("small_change.csv") +df + + +def get_non_zero_columns(row): + return row[row != 0].index.tolist() + + +non_zero_cols_per_row = df.apply(get_non_zero_columns, axis=1) + +for index, row in binary_df.iterrows(): + c = get_non_zero_columns(row) + print(f"Row {index}: Non-zero columns: {c}") diff --git a/opt/olfactory/discordance.jl b/opt/olfactory/discordance.jl new file mode 100644 index 00000000..f949876c --- /dev/null +++ b/opt/olfactory/discordance.jl @@ -0,0 +1,278 @@ +using Makie +using MISTStyle +using DataFrames +using JSON3 +using Statistics +using Printf +using PythonCall: pyimport, pyconvert, pylist +using CSV: CSV +using Distances: pairwise, Euclidean, CosineDist +using LinearAlgebra: norm +using Colors: distinguishable_colors, RGB + +function kekulize(smi::String) + Chem = pyimport("rdkit.Chem") + mol = Chem.MolFromSmiles(smi) + mol === nothing && return nothing + Chem.Kekulize(mol) + pyconvert(String, Chem.MolToSmiles(mol; kekuleSmiles=true)) +end + +function canonicalize(smi::String) + Chem = pyimport("rdkit.Chem") + mol = Chem.MolFromSmiles(smi) + mol === nothing && return nothing + pyconvert(String, Chem.MolToSmiles(mol)) +end + +function load_model(model_path="mist-models/mist-26.9M-48kpooqf-odour") + transformers, torch = pyimport("transformers"), pyimport("torch") + model = transformers.AutoModel.from_pretrained(model_path; trust_remote_code=true) + model.eval() + device = pyconvert(Bool, torch.cuda.is_available()) ? torch.device("cuda") : + pyconvert(Bool, torch.backends.mps.is_available()) ? torch.device("mps") : torch.device("cpu") + model.to(device) +end + +function load_code_to_smiles(label_path="../../osmo_data/safe_to_share.csv", + anchor_path="../../osmo_data/anchor_labels.json") + labels = DataFrame(CSV.File(label_path)) + merge!(Dict(zip(labels[!, "Sample Identifier"], labels.SMILES)), + JSON3.read(read(anchor_path, String), Dict{String,String})) +end + +function get_olfactory_profiles(model, smiles_list::Vector{String}; batch_size=32, mc_iterations=10) + kekule_smiles = kekulize.(smiles_list) + model.train() + mc_logits, channel_names = [], nothing + + for _ in 1:mc_iterations + all_logits = [] + for i in 1:batch_size:length(kekule_smiles) + output = model.predict(pylist(kekule_smiles[i:min(i+batch_size-1, end)])) + isnothing(channel_names) && (channel_names = sort(collect(pyconvert(Vector{String}, output.keys())))) + push!(all_logits, reduce(hcat, [pyconvert(Vector{Float64}, output[ch]["value"]) for ch in channel_names])) + end + push!(mc_logits, vcat(all_logits...)) + end + + model.eval() + mean_logits = mean(mc_logits) + (mean_logits, @.(1 / (1 + exp(-mean_logits))), channel_names) +end + +function validate_triplet_predictions(label_path="../../osmo_data/safe_to_share.csv", + anchor_path="../../osmo_data/anchor_labels.json", + molecule_path="../../osmo_data/Data S5.csv") + df = DataFrame(CSV.File(molecule_path)) + code_to_smiles = load_code_to_smiles(label_path, anchor_path) + df.smiles = [get(code_to_smiles, code, missing) for code in df[!, "RedJade Code"]] + dropmissing!(df, :smiles) + select!(df, Not(:Alcoholic)) + rename!(df, :Jasmine => :jasmin) + rename!(df, [col => lowercase(string(col)) for col in names(df)]) + + model = load_model() + all_logits, _, channel_names = get_olfactory_profiles(model, df.smiles) + + mist_pred_full = DataFrame(all_logits, channel_names) + mist_pred = mist_pred_full[:, names(df)[2:end-1]] + kek_smiles = kekulize.(df.smiles) + mist_pred_full.smiles = mist_pred.smiles = df.smiles = kek_smiles + + (mist_pred_full, mist_pred, df[:, 2:end]) +end + +project_to_poincare(x; eps=1e-5) = (n = norm(x); n < 1 - eps ? x : x * (1 - eps) / n) + +function hyperbolic_distance(u, v; eps=1e-5) + u_proj, v_proj = project_to_poincare(u; eps), project_to_poincare(v; eps) + diff_sq = sum(abs2, u_proj .- v_proj) + denom = (1 - sum(abs2, u_proj)) * (1 - sum(abs2, v_proj)) + acosh(1 + 2 * diff_sq / max(denom, eps)) +end + +function pairwise_hyperbolic(X::Matrix; dims=1) + n = size(X, dims) + D = zeros(n, n) + for i in 1:n, j in i+1:n + row_i, row_j = dims == 1 ? (X[i, :], X[j, :]) : (X[:, i], X[:, j]) + D[i, j] = D[j, i] = hyperbolic_distance(row_i, row_j) + end + D +end + +function load_triplets(triplets) + triples = Tuple{String,String,String}[] + for anchor in unique(triplets[triplets.roleA .== "anchor", "RedJade Code A"]) + mask = (triplets.roleA .== "anchor") .& (triplets[!, "RedJade Code A"] .== anchor) + label_cliffs = unique(triplets[mask .& (triplets.roleB .== "label_cliff"), "RedJade Code B"]) + struct_cliffs = unique(triplets[mask .& (triplets.roleB .== "struct_cliff"), "RedJade Code B"]) + for l in label_cliffs, s in struct_cliffs + push!(triples, (anchor, s, l)) + end + end + @info "$(length(triples)) triples loaded" + triples +end + +function compute_distance_metrics(triplets_mean, code_to_smiles, mist_pred_full, mist_pred, gnn_pred) + pred_dfs = (mist_pred_full, mist_pred, gnn_pred) + indices = [Dict(zip(df.smiles, 1:nrow(df))) for df in pred_dfs] + matrices = [Matrix(select(df, Not(:smiles))) for df in pred_dfs] + + dist_configs = [ + (pairwise(CosineDist(), matrices[2], dims=1), "Cosine Distance (MIST)", indices[2]), + (pairwise(Euclidean(), matrices[2], dims=1), "Euclidean Distance (MIST)", indices[2]), + # (pairwise_hyperbolic(matrices[2], dims=1), "Hyperbolic Distance (MIST)", indices[2]), + # (pairwise(CosineDist(), matrices[1], dims=1), "Cosine Distance (MIST Full)", indices[1]), + (pairwise(CosineDist(), matrices[3], dims=1), "Predicted Label Distance (GNN)", indices[3]) + ] + + for (dist_mat, name, idx_dict) in dist_configs + triplets_mean[!, name] = [dist_mat[idx_dict[code_to_smiles[r["RedJade Code A"]]], + idx_dict[code_to_smiles[r["RedJade Code B"]]]] for r in eachrow(triplets_mean)] + end + triplets_mean +end + +function build_triples_dataframe(triples, triplets_mean, distances) + lookup = Dict((r["RedJade Code A"], r["RedJade Code B"], r.roleB) => i for (i, r) in enumerate(eachrow(triplets_mean))) + triples_data = NamedTuple[] + for (anchor, struct_cliff, label_cliff) in triples, metric in distances, + (code, cliff_type) in [(struct_cliff, "struct"), (label_cliff, "label")] + idx = get(lookup, (anchor, code, "$(cliff_type)_cliff"), nothing) + !isnothing(idx) && push!(triples_data, (anchor=anchor, struct_cliff=struct_cliff, label=label_cliff, + metric=metric, cliff=cliff_type, value=triplets_mean[idx, metric])) + end + DataFrame(triples_data) +end + +function plot_metric_panel!(ax, metric_data, metric) + struct_data, label_data = filter(r -> r.cliff == "struct", metric_data).value, + filter(r -> r.cliff == "label", metric_data).value + + violin!(ax, fill(0.0, length(struct_data)), struct_data; + color=(MISTStyle.UM_COLORS.maize, 0.5), width=0.8, datalimits=extrema) + violin!(ax, fill(1.0, length(label_data)), label_data; + color=(MISTStyle.UM_COLORS.blue, 0.5), width=0.8, datalimits=extrema) + + unique_triples = unique(collect(zip(metric_data.anchor, metric_data.struct_cliff, metric_data.label))) + colors = distinguishable_colors(length(unique_triples), [RGB(1,1,1), RGB(0,0,0)], dropseed=true) + discordant_count, total_count = 0, 0 + + for (idx, (a, s, l)) in enumerate(unique_triples) + triple_data = filter(r -> r.anchor == a && r.struct_cliff == s && r.label == l, metric_data) + struct_vals, label_vals = filter(r -> r.cliff == "struct", triple_data).value, + filter(r -> r.cliff == "label", triple_data).value + + struct_val, label_val = struct_vals[1], label_vals[1] + lines!(ax, [0, 1], [struct_val, label_val]; color=colors[idx], linestyle=:solid) + metric != "Structural Distance" && (total_count += 1; label_val > struct_val && (discordant_count += 1)) + end + + metric != "Structural Distance" && total_count > 0 && (ax.title = @sprintf("%.2f%% discordant", 100discordant_count/total_count)) + occursin("MIST", metric) || ylims!(ax, (nothing, 1)) + xlims!(ax, (-0.5, 1.5)) + ax.spinewidth, ax.xgridvisible, ax.ygridvisible = 0.8, false, false +end + +function plot_struct_vs_perceptual(triples_df, triples, code_to_smiles; metric="Euclidean Distance (MIST)") + unique_triads = unique([(t[1], t[2], t[3]) for t in triples]) + colors = distinguishable_colors(length(unique_triads), [RGB(1,1,1), RGB(0,0,0)], dropseed=true) + markers = [:circle, :rect, :diamond, :utriangle, :dtriangle, :star5, :hexagon, :cross, :xcross] + + metric_max = maximum(filter(r -> r.metric == metric, triples_df).value) + normalize = occursin("Euclidean", metric) + norm_val(v) = normalize ? v / metric_max : v + get_val(df, m) = filter(r -> r.metric == m, df).value[1] + csv_data = NamedTuple[] + + with_theme(MISTStyle.theme()) do + fig = Figure(size=(55mm, 50mm), padding=(4,4,4,4)) + ax = Axis(fig[1,1]; xlabel="Structural Distance", + ylabel=normalize ? "Normalized $metric" : metric, aspect=1, + limits = ( (0.3, 1), (0.3, 1))) + + for (idx, (anchor, sc, lc)) in enumerate(unique_triads) + color, marker = colors[idx], markers[mod1(idx, length(markers))] + + for (cliff_type, stroke) in [("struct", nothing), ("label", :black)] + row = filter(r -> r.anchor == anchor && r.struct_cliff == sc && + r.label == lc && r.cliff == cliff_type, triples_df) + + x, y = get_val(row, "Structural Distance"), norm_val(get_val(row, metric)) + scatter!(ax, [x], [y]; color, marker, strokewidth=isnothing(stroke) ? 0 : 0.6, + strokecolor=something(stroke, :black)) + push!(csv_data, (triad=idx, anchor=anchor, anchor_smiles=code_to_smiles[anchor], + struct_cliff=sc, struct_cliff_smiles=code_to_smiles[sc], + label_cliff=lc, label_cliff_smiles=code_to_smiles[lc], + pair_type=cliff_type, x=x, y=y)) + end + + sr = filter(r -> r.anchor == anchor && r.struct_cliff == sc && r.label == lc && r.cliff == "struct", triples_df) + lr = filter(r -> r.anchor == anchor && r.struct_cliff == sc && r.label == lc && r.cliff == "label", triples_df) + lines!(ax, + [get_val(sr, "Structural Distance"), get_val(lr, "Structural Distance")], + [norm_val(get_val(sr, metric)), norm_val(get_val(lr, metric))]; color=(color, 0.5), linewidth=1) + end + axislegend(ax, [MarkerElement(color=:gray, marker=:circle, markersize=3), + MarkerElement(color=:gray, marker=:circle, strokewidth=0.6, strokecolor=:black, markersize=3)], + [ "Perceptually Similar", "Structurally Similar"]; position=:rb, padding=(1,1,1,1)) + + MISTStyle.savefig("struct_vs_$(lowercase(replace(metric, ' ' => '_', '(' => "", ')' => "")))", fig) + end + + csv_df = DataFrame(csv_data) + CSV.write("fig/struct_vs_$(lowercase(replace(metric, ' ' => '_', '(' => "", ')' => ""))).csv", csv_df) + @info "Saved $(nrow(csv_df)) points" +end + +function plot_discordance(label_path="../../osmo_data/safe_to_share.csv", + triplets_path="../../osmo_data/triplets.csv", + anchor_path="../../osmo_data/anchor_labels.json") + code_to_smiles = Dict(k => kekulize(v) for (k, v) in load_code_to_smiles(label_path, anchor_path)) + + triplets = DataFrame(CSV.File(triplets_path)) + triplets[!, "Perceptual Distance"] ./= 100 + filter!(row -> row.roleA == "anchor", triplets) + + triplets_mean = combine(groupby(triplets, ["RedJade Code A", "RedJade Code B", "roleB"]), + names(triplets, Real) .=> mean .=> names(triplets, Real)) + + mist_pred_full, mist_pred, gnn_pred = validate_triplet_predictions() + triplets_mean = compute_distance_metrics(triplets_mean, code_to_smiles, mist_pred_full, mist_pred, gnn_pred) + + distances = ["Structural Distance", "Perceptual Distance", "Predicted Label Distance (GNN)", + "Cosine Distance (MIST)", "Euclidean Distance (MIST)", ] + + triples = load_triplets(triplets) + triples_df = build_triples_dataframe(triples, triplets_mean, distances) + + with_theme(MISTStyle.theme()) do + fig = Figure(size=(150mm, 75mm)) + gl = GridLayout(fig[1, 1]) + axes = [ + Axis( + gl[div(i-1,3)+1, mod1(i,3)]; + xlabel="", + ylabel=distances[i], + spinewidth=0.8, + xgridvisible = false, + ygridvisible = false, + xticks=([0,1], ["Dissimilar\nStructure", "Similar\nStructure"]) + ) for i in 1:5] + linkyaxes!(axes[1], axes[2], axes[3]) + + for (ax, metric) in zip(axes, distances) + plot_metric_panel!(ax, filter(r -> r.metric == metric, triples_df), metric) + end + for (i, label) in enumerate('a':'e') + sublabel!(gl[div(i-1,3)+1, mod1(i,3), TopLeft()], string(label); left=15pt) + end + MISTStyle.savefig("discordant", fig) + end + + plot_struct_vs_perceptual(triples_df, triples, code_to_smiles; metric="Perceptual Distance") + plot_struct_vs_perceptual(triples_df, triples, code_to_smiles; metric="Euclidean Distance (MIST)") +end diff --git a/opt/olfactory/functional_groups.py b/opt/olfactory/functional_groups.py new file mode 100644 index 00000000..78076e83 --- /dev/null +++ b/opt/olfactory/functional_groups.py @@ -0,0 +1,65 @@ +from rdkit import Chem + +# SMARTS patterns for each functional group +functional_group_smarts = { + "alkane": "[CH3][CH3]", # At least 2 member + "alkene": "C=C", + "alkyne": "C#C", + "arene": "a", + "alcohol": "[CX4][OH]", + "ether": "[OD2]([#6])[#6]", + "carbonate ester": "[#6][OX2H0]C(=O)[OX2H0][#6]", + "epoxide": "[OD2]1[CH2][CH2]1", + "haloalkane": "[CX4][F,Cl,Br,I]", + "aldehyde": "[CX3H1](=O)[#6]", + "ketone": "[#6][CX3](=O)[#6]", + "carboxylic acid": "C(=O)[OH]", + "acid anhydride": "C(=O)OC(=O)", + "ester": "[#6][CX3](=O)[OX2H0][#6;!$(C(=O))]", + "amide": "[#6][CX3](=O)[NX3;H2,H1,H0]", + "acyl halide": "C(=O)[F,Cl,Br,I]", + "amine": "[NX3;H2,H1,H0;!$(NC=O)]", + "nitrile": "C#N", + "imine": "[NX2]=[CX3]", + "isocyanate": "N=C=O", + "azo compound": "N=N", + "thiol": "[SH]", + "aqueous": "[OH2]", + "salt": "[+1,+2,+3].[-1,-2,-3]", +} +print(list(functional_group_smarts.keys())) + +# Compile SMARTS into RDKit molecules +functional_group_mols = { + name: Chem.MolFromSmarts(smarts) for name, smarts in functional_group_smarts.items() +} + + +def identify_functional_groups(smiles: str) -> list[str]: + mol = Chem.MolFromSmiles(smiles) + if mol is None: + raise ValueError(f"Invalid SMILES: {smiles}") + + found = [] + + for name, pattern in functional_group_mols.items(): + matches = mol.GetSubstructMatches(pattern) + if not matches: + continue + if name == "dinitrile": + if len(matches) >= 2: + found.append("dinitrile") + else: + found.append(name) + + # Post-process matches + if "acid anhydride" in found: + found = [f for f in found if f not in {"ester", "ether"}] + if "carbonate ester" in found: + found = [f for f in found if f not in {"ester", "ether"}] + if "epoxide" in found: + found = [f for f in found if f != "ether"] + if "ester" in found: + found = [f for f in found if f != "ether"] + + return found diff --git a/opt/olfactory/olfactory.jl b/opt/olfactory/olfactory.jl new file mode 100644 index 00000000..6f76f17d --- /dev/null +++ b/opt/olfactory/olfactory.jl @@ -0,0 +1,258 @@ +using DataFrames +using Makie +using CSV: CSV +using MISTStyle +using StatsBase: mean, cor, corspearman, weights, tiedrank, countmap +using JSON: JSON +using Interpolations +using Format: format +using CategoricalArrays +using HDF5 +using LinearAlgebra + +const DATA_DIR = realpath(joinpath("..", "..", "data")) + +function plot_count_corr!(f) + df = DataFrame(CSV.File(joinpath(DATA_DIR, "dataset_size_auroc.csv"))) + ax = Axis(f[1, 1]; + limits=((30, 1800), (0, 1)), + xlabel="Number of Samples", + xticks = [100, 1000], + xscale=log10, + ylabel="AUROC", + tellwidth=true + ) + scatter!(ax, df.num_samples, df.auroc; + color = (MISTStyle.UM_COLORS.blue, 0.5), marker = :circle, + strokewidth = 0.25pt, + strokecolor = :black, + markersize = 4pt, + ) + return f +end + +function plot_functional_groups!(f) + functional_groups = [ + "alkane", "alkene", "alkyne", + "arene", "alcohol", "ether", + "carbonate ester", "epoxide", + "haloalkane", "aldehyde", "ketone", + "carboxylic acid", "acid anhydride", + "ester", "amide", "acyl halide", + "amine", "nitrile", "imine", + "isocyanate", "azo compound", + "thiol", "aqueous", "salt" + ] + df = DataFrame(CSV.File(joinpath(DATA_DIR, "functional_group_errors.csv"))) + mean_error_count = Dict() + for func_group in functional_groups + _df = subset(df, :functional_group => ByRow(fg -> occursin(func_group, fg))) + count_ = length(_df[!, :functional_group]) + if count_> 0 + group_auroc = mean(_df[!, :auroc]) + mean_error_count[func_group] = (group_auroc, count_) + end + end + ticklabels = collect(keys(mean_error_count)) + labels = categorical(ticklabels) + ax = Axis(f[1, 1]; + limits=((0, length(labels) + 1), (0, 1)), + ylabel="Mean AUROC", + xgridvisible = false, + xticklabelrotation=0.9, + xticklabelsize=5pt, + xticks=(1:length(ticklabels), titlecase.(ticklabels)), + tellwidth=true + ) + barplot!(ax, levelcode.(labels), first.(collect(values(mean_error_count))); alpha = 0.9) + + ax_sc = Axis(f[1, 2]; + limits=((1, 2000), (0, 1)), + xticks= [1, 10, 100, 1000], + xlabel="Number of Molecules", + ylabel="Mean AUROC", + xscale=log10, + ) + scatter!(ax_sc, last.(collect(values(mean_error_count))), first.(collect(values(mean_error_count))); + color = (MISTStyle.UM_COLORS.blue, 0.5), marker = :circle, + strokewidth = 0.25pt, + strokecolor = :black, + markersize = 4pt, + ) + return f +end + +function plot_small_change!(f) + df = DataFrame(CSV.File(joinpath(DATA_DIR, "small_change_normalized_logits.csv"))) + cand = intersect(names(df)[2:end], names(df, Number)) + to_drop = [c for c in cand if sum(skipmissing(df[!, c])) < 0.06] + select!(df, Not(to_drop)) + labels = categorical(names(df)[2: end]) + tickslabels = titlecase.(names(df)[2: end]) + ax = Axis(f[1, 1:2]; + limits=((0, length(tickslabels) + 1), (0, 1)), + ylabel="Probability", + xgridvisible = false, + xticklabelrotation=0.9, + xticklabelpad=0, + xticklabelsize=5pt, + xticks=(1:length(tickslabels), tickslabels), + tellwidth=true + ) + for row in eachrow(df) + logits = collect( (row[c] for c in names(df)[2:end]) ) + barplot!(ax, levelcode.(labels), logits; label=row["Column1"]) + end + axislegend(ax, position=:lt, padding=(1, 1, 1, 1), margin=(1, 1, 1, 1)) + return f +end + +function load_matrix(matrix_name) + return h5read(joinpath(DATA_DIR, "$matrix_name.h5"), matrix_name) +end + +function plot_jaccard!(f) + Jd = load_matrix("jaccard_data") - load_matrix("jaccard_model") + h = hclust(Jd; linkage=:single, branchorder=:optimal) + Jd = Jd[h.order, h.order] + mask = fill(NaN, length(h.order), length(h.order)) + tril!(mask, -1) + ax = Axis(f[1, 1]; + aspect=1, + xticksvisible=false, + yticksvisible=false, + xticklabelsvisible=false, + yticklabelsvisible=false, + tellwidth=true, + ) + hidedecorations!(ax) + h = heatmap!(ax, Jd + mask; colormap=:lipari, colorrange=(0, maximum(Jd))) + Colorbar(f[1, 2]; + tickformat="{:.0%}", + ticks=LinearTicks(6), + label=L"$\Delta$ Jaccard Index", + colormap=h.colormap, + colorrange=h.colorrange, + tellwidth=true + ) + return f +end + +function plot_phi!(f) + Jd = load_matrix("phi_data") + h = hclust(Jd; linkage=:single, branchorder=:optimal) + Jd = Jd[h.order, h.order] + mask = fill(NaN, length(h.order), length(h.order)) + tril!(mask, 1) + ax = Axis(f[1, 1]; + aspect=1, + xticksvisible=false, + yticksvisible=false, + xticklabelsvisible=false, + yticklabelsvisible=false, + tellwidth=true, + tellheight=true, + ) + hidedecorations!(ax) + h = heatmap!(ax, Jd + mask; colormap=:lipari, colorrange=(0, maximum(Jd))) + Colorbar(f[1, 2]; + ticks=LinearTicks(6), + label=L"$\phi_{model} - \phi_{data}$", + colormap=h.colormap, + colorrange=h.colorrange, + tellwidth=true + ) + return f +end + +function columnwise_cosine_sim(W::AbstractMatrix) + W = W[1:end - 1, :] + @info size(W) + colnorms = map(norm, eachcol(W)) + colnorms = sqrt.(colnorms) + denom = colnorms' .* colnorms # pairwise norm products + S = (W' * W) ./ denom + @info size(S) + S[.!isfinite.(S)] .= 0.0 # handle zero-norm columns + return S +end + +function plot_logits!(f) + df = DataFrame(CSV.File(joinpath(DATA_DIR, "raw_prediction.csv"))) + select!(df, names(df)[1:40]) + labels = categorical(names(df)[2: end]) + tickslabels = titlecase.(names(df)[2: end]) + L = Matrix(df[:, names(df)[2:end - 1]]) + C = cor(L) + h = hclust(C; linkage=:single, branchorder=:barjoseph) + C = C[h.order, h.order] + tickslabels = tickslabels[h.order] + ax = Axis( + f[2, 1]; + aspect=1, + yticks=(1:length(tickslabels), tickslabels), + xticks=(1:length(tickslabels), tickslabels), + yticksvisible=false, + xticksvisible=false, + xticklabelrotation=0.5*pi, + xticklabelsize=4pt, + yticklabelsvisible=false + ) + # hidedecorations!(ax) + h = heatmap!(ax, C; colormap=:vik, colorrange=(-1, 1)) + Colorbar(f[1, 1]; + ticks=LinearTicks(6), + label="Correlation", + colormap=h.colormap, + colorrange=h.colorrange, + vertical=false, + tellwidth=true, + tellheight=true + ) + return f +end + +function plot_features!(f) + features = load_matrix("weight") + S = columnwise_cosine_sim(features) + h = hclust(S; linkage=:average, branchorder=:barjoseph) + S = S[h.order, h.order] + ax = Axis(f[1, 1]; + aspect=1, + ) + S = triu(S, 1) + hidedecorations!(ax) + h = heatmap!(ax, S; colormap=:vik, colorrange=(-0.1, 0.1)) + Colorbar(f[1, 2]; + ticks=LinearTicks(6), + label="Feature Cos. Sim.", + colormap=h.colormap, + colorrange=h.colorrange, + tellwidth=true + ) + return f +end + + +function olfactory_panel() + f = Figure(; size=(200mm, 72mm), figure_padding=(5, 5, 5, 5)) + + gl = GridLayout(f[1, 1:3]) + plot_count_corr!(gl[1, 1]) + plot_functional_groups!(gl[1, 2:3]) + plot_small_change!(f[2, 1:3]) + + # plot_phi!(f[1, 4]) + plot_logits!(f[1:2, 4]) + + sublabel!(gl[1, 1, TopLeft()], "a"; left=15pt) + sublabel!(gl[1, 2, TopLeft()], "b"; left=15pt) + sublabel!(gl[1, 3, TopLeft()], "c"; left=15pt) + sublabel!(f[2, 1, TopLeft()], "d"; left=14pt) + sublabel!(f[1, 4, TopLeft()], "e"; left=20pt) + + colgap!(f.layout, 6pt) + resize_to_layout!(f) + + return f +end diff --git a/opt/olfactory/pyproject.toml b/opt/olfactory/pyproject.toml new file mode 100644 index 00000000..ea63198c --- /dev/null +++ b/opt/olfactory/pyproject.toml @@ -0,0 +1,20 @@ +[project] +name = "olfactory" +version = "0.1.0" +description = "Plots and analysis using MIST olfaction model" +readme = 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