diff --git a/.gitignore b/.gitignore new file mode 100644 index 0000000000000000000000000000000000000000..72699f7d10b0befb8cb4d9936f747b4ca8a80c07 --- /dev/null +++ b/.gitignore @@ -0,0 +1 @@ +/*.csv diff --git a/.gradio/certificate.pem b/.gradio/certificate.pem new file mode 100644 index 0000000000000000000000000000000000000000..b85c8037f6b60976b2546fdbae88312c5246d9a3 --- /dev/null +++ b/.gradio/certificate.pem @@ -0,0 +1,31 @@ +-----BEGIN CERTIFICATE----- +MIIFazCCA1OgAwIBAgIRAIIQz7DSQONZRGPgu2OCiwAwDQYJKoZIhvcNAQELBQAw +TzELMAkGA1UEBhMCVVMxKTAnBgNVBAoTIEludGVybmV0IFNlY3VyaXR5IFJlc2Vh +cmNoIEdyb3VwMRUwEwYDVQQDEwxJU1JHIFJvb3QgWDEwHhcNMTUwNjA0MTEwNDM4 +WhcNMzUwNjA0MTEwNDM4WjBPMQswCQYDVQQGEwJVUzEpMCcGA1UEChMgSW50ZXJu +ZXQgU2VjdXJpdHkgUmVzZWFyY2ggR3JvdXAxFTATBgNVBAMTDElTUkcgUm9vdCBY +MTCCAiIwDQYJKoZIhvcNAQEBBQADggIPADCCAgoCggIBAK3oJHP0FDfzm54rVygc +h77ct984kIxuPOZXoHj3dcKi/vVqbvYATyjb3miGbESTtrFj/RQSa78f0uoxmyF+ +0TM8ukj13Xnfs7j/EvEhmkvBioZxaUpmZmyPfjxwv60pIgbz5MDmgK7iS4+3mX6U 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+TkXWStAmzOVyyghqpZXjFaH3pO3JLF+l+/+sKAIuvtd7u+Nxe5AW0wdeRlN8NwdC +jNPElpzVmbUq4JUagEiuTDkHzsxHpFKVK7q4+63SM1N95R1NbdWhscdCb+ZAJzVc +oyi3B43njTOQ5yOf+1CceWxG1bQVs5ZufpsMljq4Ui0/1lvh+wjChP4kqKOJ2qxq +4RgqsahDYVvTH9w7jXbyLeiNdd8XM2w9U/t7y0Ff/9yi0GE44Za4rF2LN9d11TPA +mRGunUHBcnWEvgJBQl9nJEiU0Zsnvgc/ubhPgXRR4Xq37Z0j4r7g1SgEEzwxA57d +emyPxgcYxn/eR44/KJ4EBs+lVDR3veyJm+kXQ99b21/+jh5Xos1AnX5iItreGCc= +-----END CERTIFICATE----- diff --git a/README.md b/README.md index 68d70eec9b38aa2999596c2433c64668d431ae93..e6fc16e848f141caa7190705c547e0782b91ae8f 100644 --- a/README.md +++ b/README.md @@ -16,4 +16,6 @@ preload_from_hub: - scbirlab/thomas-2018-spark-wt --- +[![Open in Spaces](https://huggingface.co/datasets/huggingface/badges/resolve/main/open-in-hf-spaces-md-dark.svg)](https://huggingface.co/spaces/scbirlab/mic-predict) + Check out the configuration reference at https://huggingface.co/docs/hub/spaces-config-reference \ No newline at end of file diff --git a/app.py b/app.py new file mode 100644 index 0000000000000000000000000000000000000000..f8f16c5bae9768fcf1479d5e64b0d1df0a3bd933 --- /dev/null +++ b/app.py @@ -0,0 +1,438 @@ +"""Gradio demo for schemist.""" + +from typing import Iterable, List, Optional, Union +from io import TextIOWrapper +import os +os.environ["COMMANDLINE_ARGS"] = "--no-gradio-queue" + +from carabiner import cast, print_err +from carabiner.pd import read_table +from duvida.autoclass import AutoModelBox +import gradio as gr +import nemony as nm +import numpy as np +import pandas as pd +from rdkit.Chem import Draw, Mol +from schemist.converting import ( + _TO_FUNCTIONS, + _FROM_FUNCTIONS, + convert_string_representation, + _x2mol, +) +from schemist.tables import converter +import torch + +HEADER_FILE = os.path.join("sources", "header.md") +MODEL_REPOS = { + "Klebsiella pneumoniae": "hf://scbirlab/spark-dv-fp-2503-kpn", +} + +MODELBOXES = { + key: AutoModelBox.from_pretrained(val, cache_dir="./cache") + for key, val in MODEL_REPOS.items() +} + +EXTRA_METRICS = { + "log10(variance)": lambda modelbox, candidates: modelbox.prediction_variance(candidates=candidates).map(lambda x: {modelbox._variance_key: torch.log10(x[modelbox._variance_key])}), + "Tanimoto nearest neighbor to training data": lambda modelbox, candidates: modelbox.tanimoto_nn(candidates=candidates), + "Doubtscore": lambda modelbox, candidates: modelbox.doubtscore(candidates=candidates).map(lambda x: {"doubtscore": torch.log10(x["doubtscore"])}), + "Information sensitivity (approx.)": lambda modelbox, candidates: modelbox.information_sensitivity(candidates=candidates, optimality_approximation=True, approximator="squared_jacobian").map(lambda x: {"information sensitivity": torch.log10(x["information sensitivity"])}), +} + +def load_input_data(file: TextIOWrapper) -> pd.DataFrame: + df = read_table(file.name) + string_cols = list(df.select_dtypes(exclude=[np.number])) + df = gr.Dataframe(value=df, visible=True) + return df, gr.Dropdown(choices=string_cols, interactive=True) + + +def _clean_split_input(strings: str) -> List[str]: + return [s2.strip() for s in strings.split("\n") for s2 in s.split(",")] + + +def _convert_input( + strings: str, + input_representation: str = 'smiles', + output_representation: Union[Iterable[str], str] = 'smiles' +) -> List[str]: + strings = _clean_split_input(strings) + converted = convert_string_representation( + strings=strings, + input_representation=input_representation, + output_representation=output_representation, + ) + return {key: list(map(str, cast(val, to=list))) for key, val in converted.items()} + + +def convert_one( + strings: str, + input_representation: str = 'smiles', + output_representation: Union[Iterable[str], str] = 'smiles' +): + + df = pd.DataFrame({ + input_representation: _clean_split_input(strings), + }) + + return convert_file( + df=df, + column=input_representation, + input_representation=input_representation, + output_representation=output_representation, + ) + + +def predict_one( + strings: str, + input_representation: str = 'smiles', + predict: Union[Iterable[str], str] = 'smiles', + extra_metrics: Optional[Union[Iterable[str], str]] = None +): + if extra_metrics is None: + extra_metrics = [] + else: + extra_metrics = cast(extra_metrics, to=list) + prediction_df = convert_one( + strings=strings, + input_representation=input_representation, + output_representation=['id', 'smiles', 'inchikey', "mwt", "clogp"], + ) + species_to_predict = cast(predict, to=list) + prediction_cols = [] + for species in species_to_predict: + message = f"Predicting for species: {species}" + print_err(message) + gr.Info(message, duration=3) + this_modelbox = MODELBOXES[species] + this_features = this_modelbox._input_cols + this_labels = this_modelbox._label_cols + this_prediction_input = ( + prediction_df + .rename(columns={ + "smiles": this_features[0], + }) + .assign(**{label: np.nan for label in this_labels}) + ) + print(this_prediction_input) + prediction = this_modelbox.predict( + data=this_prediction_input, + features=this_features, + labels=this_labels, + aggregator="mean", + cache="./cache" + ).with_format("numpy")["__prediction__"].flatten() + print(prediction) + this_col = f"{species}: predicted MIC (µM)" + prediction_df[this_col] = np.power(10., -prediction) * 1e6 + prediction_cols.append(this_col) + + for extra_metric in extra_metrics: + # this_modelbox._input_training_data = this_modelbox._input_training_data.remove_columns([this_modelbox._in_key]) + this_col = f"{species}: {extra_metric}" + prediction_cols.append(this_col) + print(">>>", this_modelbox._input_training_data) + print(">>>", this_modelbox._input_training_data.format) + print(">>>", this_modelbox._in_key, this_modelbox._out_key) + this_extra = ( + EXTRA_METRICS[extra_metric]( + this_modelbox, + this_prediction_input, + ) + .with_format("numpy") + ) + prediction_df[this_col] = this_extra[this_extra.column_names[-1]] + + return gr.DataFrame( + prediction_df[['id'] + prediction_cols + ['smiles', 'inchikey', "mwt", "clogp"]], + visible=True + ) + + +def convert_file( + df: pd.DataFrame, + column: str = 'smiles', + input_representation: str = 'smiles', + output_representation: Union[str, Iterable[str]] = 'smiles' +): + message = f"Converting from {input_representation} to {output_representation}..." + print_err(message) + gr.Info(message, duration=3) + errors, df = converter( + df=df, + column=column, + input_representation=input_representation, + output_representation=output_representation, + ) + df = df[ + cast(output_representation, to=list) + + [col for col in df if col not in output_representation] + ] + all_err = sum(err for key, err in errors.items()) + message = ( + f"Converted {df.shape[0]} molecules from " + f"{input_representation} to {output_representation} " + f"with {all_err} errors!" + ) + print_err(message) + gr.Info(message, duration=5) + return df + + +def predict_file( + df: pd.DataFrame, + column: str = 'smiles', + input_representation: str = 'smiles', + extra_metrics: Optional[Union[Iterable[str], str]] = None +): + if extra_metrics is None: + extra_metrics = [] + else: + extra_metrics = cast(extra_metrics, to=list) + prediction_df = convert_file( + df, + column=column, + input_representation=input_representation, + output_representation=["id", "smiles", "inchikey", "mwt", "clogp"], + ) + species_to_predict = cast(predict, to=list) + prediction_cols = [] + for species in species_to_predict: + this_modelbox = MODELBOXES[species] + this_features = this_modelbox._input_cols + this_labels = this_modelbox._label_cols + this_prediction_input = ( + prediction_df + .rename(columns={ + "smiles": this_features[0], + }) + .assign(**{label: np.nan for label in this_labels}) + ) + prediction = this_modelbox.predict( + data=this_prediction_input, + features=this_features, + labels=this_labels, + cache="./cache" + ).with_format("numpy")["__prediction__"].flatten() + print(prediction) + this_col = f"{species}: predicted MIC (µM)" + prediction_df[this_col] = np.power(10., -prediction) * 1e6 + prediction_cols.append(this_col) + + for extra_metric in extra_metrics: + # this_modelbox._input_training_data = this_modelbox._input_training_data.remove_columns([this_modelbox._in_key]) + this_col = f"{species}: {extra_metric}" + prediction_cols.append(this_col) + print(">>>", this_modelbox._input_training_data) + this_extra = ( + EXTRA_METRICS[extra_metric]( + this_modelbox, + this_prediction_input, + ) + .with_format("numpy") + ) + prediction_df[this_col] = this_extra[this_extra.column_names[0]] + + return prediction_df[['id'] + prediction_cols + ['smiles', 'inchikey', "mwt", "clogp"]] + +def draw_one( + strings: Union[Iterable[str], str], + input_representation: str = 'smiles' +): + _ids = _convert_input( + strings, + input_representation, + ["inchikey", "id", "pubchem_name"], + ) + mols = cast(_x2mol(_clean_split_input(strings), input_representation), to=list) + if isinstance(mols, Mol): + mols = [mols] + return Draw.MolsToGridImage( + mols, + molsPerRow=min(3, len(mols)), + subImgSize=(450, 450), + legends=["\n".join(items) for items in zip(*_ids.values())], + ) + + +def download_table( + df: pd.DataFrame +) -> str: + df_hash = nm.hash(pd.util.hash_pandas_object(df).values) + filename = f"converted-{df_hash}.csv" + df.to_csv(filename, index=False) + return gr.DownloadButton(value=filename, visible=True) + +with gr.Blocks() as demo: + + with open(HEADER_FILE, 'r') as f: + header_md = f.read() + gr.Markdown(header_md) + + with gr.Tab(label="Paste one per line"): + input_format_single = gr.Dropdown( + label="Input string format", + choices=list(_FROM_FUNCTIONS), + value="smiles", + interactive=True, + ) + input_line = gr.Textbox( + label="Input", + placeholder="Paste your molecule here, one per line", + lines=2, + interactive=True, + submit_btn=True, + ) + output_species_single = gr.CheckboxGroup( + label="Species for prediction", + choices=list(MODEL_REPOS), + value=list(MODEL_REPOS)[:1], + interactive=True, + ) + extra_metric = gr.CheckboxGroup( + label="Extra metrics (can increase calculation time!)", + choices=list(EXTRA_METRICS), + value=list(EXTRA_METRICS)[:2], + interactive=True, + ) + examples = gr.Examples( + examples=[ + [ + '\n'.join([ + "C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O", + "CN1C(=NC(=O)C(=O)N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O", + "CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCOCC3)F", + "C1CC2=CC(=NC=C2OC1)CNC3CCN(CC3)C[C@@H]4CN5C(=O)C=CC6=C5N4C(=O)C=N6", + ]), + list(MODEL_REPOS)[0], + list(EXTRA_METRICS)[:2], + ], # cipro, ceftriaxone, linezolid, gepotidacin + [ + '\n'.join([ + "C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O", + "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C", + "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C", + ]), + list(MODEL_REPOS)[0], + list(EXTRA_METRICS)[:2], + ], # doxorubicin, ampicillin, amoxicillin + [ + '\n'.join([ + "C1=C(SC(=N1)SC2=NN=C(S2)N)[N+](=O)[O-]", + "C1CN(CCC12C3=CC=CC=C3NC(=O)O2)CCC4=CC=C(C=C4)C(F)(F)F", + "COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N", + "CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)N", + "C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N\nC1=CN=CC=C1C(=O)NN", + ]), + list(MODEL_REPOS)[0], + list(EXTRA_METRICS)[:2], + ], # Halicin, Abaucin, Trimethoprim, Sulfamethoxazole, Amikacin, Isoniazid + ], + example_labels=[ + "Ciprofloxacin, Ceftriaxone, Linezolid, Gepotidacin", + "Doxorubicin, Ampicillin, Amoxicillin", + "Halicin, Abaucin, Trimethoprim, Sulfamethoxazole, Amikacin, Isoniazid" + ], + inputs=[input_line, output_species_single, extra_metric], + cache_mode="eager", + ) + download_single = gr.DownloadButton( + label="Download predictions", + visible=False, + ) + with gr.Row(): + output_line = gr.DataFrame( + label="Predictions", + interactive=False, + visible=False, + ) + drawing = gr.Image(label="Chemical structures") + gr.on( + [ + input_line.submit, + ], + fn=predict_one, + inputs=[ + input_line, + input_format_single, + output_species_single, + extra_metric, + ], + outputs={ + output_line, + } + ).then( + draw_one, + inputs=[ + input_line, + input_format_single, + ], + outputs=drawing, + ).then( + download_table, + inputs=output_line, + outputs=download_single + ) + + with gr.Tab("Convert a file"): + input_file = gr.File( + label="Upload a table of chemical compounds here", + file_types=[".xlsx", ".csv", ".tsv", ".txt"], + ) + with gr.Row(): + input_column = gr.Dropdown( + label="Input column name", + choices=[], + ) + input_format = gr.Dropdown( + label="Input string format", + choices=list(_FROM_FUNCTIONS), + value="smiles", + interactive=True, + ) + output_species = gr.CheckboxGroup( + label="Species for prediction", + choices=list(MODEL_REPOS), + value=list(MODEL_REPOS)[:1], + interactive=True, + ) + go_button2 = gr.Button( + value="Predict!", + ) + + download = gr.DownloadButton( + label="Download converted data", + visible=False, + ) + input_data = gr.Dataframe( + label="Input data", + max_height=100, + visible=False, + interactive=False, + ) + + input_file.upload( + load_input_data, + inputs=[input_file], + outputs=[input_data, input_column] + ) + go_button2.click( + convert_file, + inputs=[ + input_data, + input_column, + input_format, + output_species, + ], + outputs={ + input_data, + } + ).then( + download_table, + inputs=input_data, + outputs=download + ) + +if __name__ == "__main__": + demo.queue() + demo.launch(share=True) + diff --git a/cache/cache_csv_default-00953711766d478a_0.0.0_a43390c7ecea6519ff2ce9d10005c8750601c9e456069be5efbd2747df45f420.lock b/cache/cache_csv_default-00953711766d478a_0.0.0_a43390c7ecea6519ff2ce9d10005c8750601c9e456069be5efbd2747df45f420.lock new file mode 100644 index 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0000000000000000000000000000000000000000..7aafde7373863f5d9bfaa8fa521c575494f06174 --- /dev/null +++ b/requirements.txt @@ -0,0 +1,5 @@ +carabiner-tools[pd,mpl]>=0.0.4 +duvida[chem] @ git+https://github.com/scbirlab/duvida@b4efe69 +nemony +numpy +schemist>=0.0.4.post1 \ No newline at end of file diff --git a/sources/header.md b/sources/header.md new file mode 100644 index 0000000000000000000000000000000000000000..632bbfc95ae7a03ed8c171a44aa39626ef34afe1 --- /dev/null +++ b/sources/header.md @@ -0,0 +1,16 @@ + # Predict the MIC of compounds against pathogenic bacteria + +Predictions are from an AI model trained on the wild-type accumulator subset of the [SPARK +dataset](https://doi.org/10.1021/acsinfecdis.8b00193), available to browse +[here](https://huggingface.co/datasets/scbirlab/thomas-2018-spark-wt). + +Predictions are given in micromolar. Let us know if our predictions are off! + +This model was generated using [our Duvida framework](https://github.com/scbirlab/duvida), as a result of +hyperparameter searches and selecting the model that performs best on unseen test data (from a scaffold split). +Duvida also allows the calculation of uncertainty metrics based on training data. + +Available species for prediction are: +- [_Klebsiella pneumoniae_](https://huggingface.co/scbirlab/spark-dv-fp-2503-kpn) + +More to come!