Xiangyan93 / QuantumDeepField_molecule

Quantum deep field for molecule

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Quantum deep field for molecule

Overview

This repository provides a simple implementation of the quantum deep field (QDF) framework for molecules proposed in our study as follows.

Masashi Tsubaki and Teruyasu Mizoguchi
Quantum deep field: data-driven wave function, electron density generation, and energy prediction and extrapolation with machine learning
Physical Review Letters, 2020
https://journals.aps.org/prl/abstract/10.1103/PhysRevLett.125.206401

Masashi Tsubaki and Teruyasu Mizoguchi
On the equivalence of molecular graph convolution and molecular wave function with poor basis set
Advances in Neural Information Processing Systems, 2020
https://proceedings.neurips.cc/paper/2020/hash/1534b76d325a8f591b52d302e7181331-Abstract.html

QDF is a machine learning model that provides the electron density ρ of molecules by learning the atomization energy E of molecules on a large dataset (e.g., the QM9 dataset [1]). The QDF model involves a linear component (i.e., the linear combination of atomic orbitals, LCAO [2]) and two nonlinear components (i.e., the energy functional and the Hohenberg-Kohn map [3]), in which the latter two are implemented by deep neural network (DNN) (see the above figure). In particular, the DNN-based Hohenberg-Kohn map serves as a physical, external potential constraint on ψ (i.e., the Kohn-Sham molecular orbitals) in learning the energy functional E = F[ψ] based on the density functional theory. For more details read our papers, in which the NeurIPS paper provides the equivalence and difference between LCAO and graph neural networks or graph convolutional networks for molecules.

In the following, we describe the detailed usage of this repository.

Characteristics

  • This implementation is easy to use and understand for beginners.
  • You can train a QDF model with the properties (e.g., the atomization energy, homo, and lumo) in the QM9 dataset by running only two commands.
  • You can predict the properties of new molecules using the pre-trained QDF models, which are already provided in this repository, by running only two commands.
  • You can train a QDF model with your dataset and predict the property of your molecules using your pre-trained QDF model.

Requirements

  • PyTorch (of course, numpy and scipy)
  • Mayavi (option to generate the electron density map)

We recommend the use of a GPU for training the QDF model. Note that we confirm the error caused by num_workers>0 with Python>=3.6 Pytorch 1.7 on MacOS CPU, which is reported as this issue.

Usage

(1) Clone or download the script

$ git clone https://github.com/masashitsubaki/QuantumDeepField_molecule.git
$ cd QuantumDeepField_molecule
$ ls
dataset     train       output          pretrained_model
predict     demo        README.md       figure

This repository provides some property datasets extracted from QM9 in the dataset directory (for details, see the Datasets section).

$ cd dataset
$ ls
QM9under7atoms_atomizationenergy_eV  # Very small dataset for trial.
QM9under14atoms_atomizationenergy_eV
QM9over15atoms_atomizationenergy_eV.zip  # Only test.txt.
QM9full_atomizationenergy_eV.zip
QM9under7atoms_homolumo_eV  # Trial dataset for homo lumo (i.e., multiple properties).
QM9full_homolumo_eV.zip
yourdataset_property_unit  # Empty.

Please unzip the zip files beforehand.

(2) Train a QDF model with the QM9 dataset

With a dataset in the dataset directory, you can train a QDF model by running the two commands as follows.

$ cd train
$ bash preprocess.sh
$ bash train.sh

These two shell scripts and their explanations are as follows.

You can vary these hyperparameters and train various models. After running each command, your terminal is displayed as follows.

After training the QDF model, the result file is saved in the output directory (left) and we can describe the learning curve (right) from the file as follows.

Using the above hyperparameters, you can completely reproduce this result.

(3) Predict a property of molecules using the pre-trained QDF model

Actually, we have already trained some QDF models and provide them in the pretrained_model directory. Using a pre-trained QDF model, you can predict the property of new molecules by running the two commands as follows.

$ cd predict
$ bash preprocess.sh
$ bash predict.sh

These two shell scripts and their explanations are as follows.

You can vary the pre-trained QDF model and predict various properties. After running each command, your terminal is displayed (left) and the result file is saved in the output directory (right) as follows.

If you predict the QM9over15atoms dataset using the pre-trained model with the QM9under14atoms dataset, you can reproduce the extrapolation prediction result as follows.

We obtained the mean absolute error (MAE) less than 3.0 kcal/mol on the QM9over15atoms dataset. Note that since we varied the hyperparameters after publishing, the above MAEs on interpolation and extrapolation are different from that of our original papers. This is the result of an attempt to reduce the learning parameters and improve the extrapolation performance; this will be updated in the future. The above extrapolation result is also saved in the output directory.

Datasets

The QM9full dataset provided in this repository contains 130832 samples; the original QM9 dataset contains 133885 samples but we removed 3053 samples that failed the consistency check (i.e., 130832 = 133885 - 3053).

We note that, as described in README of the QM9 dataset, the original QM9 dataset provides U0 as the internal energy at 0 K in units of Hartree. We transformed the internal energy into the atomization energy E in units of eV, which can be calculated using Atomref of the QM9 dataset, that is, E = U0 - sum(Atomrefs in the molecule), and 1 Hartree = 27.2114 eV.

In this way, we created the atomization energy dataset, extracted the QM9under14atoms and QM9over15atoms datasets from it, and provided them in the dataset directory (note that the QM9over15atoms contains only test.txt for extrapolation evaluation). On the other hand, the homolumo dataset does not require such preprocessing and we only transformed their units from Hartree into eV. The final format of the preprocessed QM9 dataset is as follows.

Note that our QDF model can learn multiple properties simultaneously (i.e., the model output has multiple dimensions) when the training dataset format is prepared as the same as the above QM9full_homolumo_eV.

Train a QDF model with your dataset

If you prepare your dataset using the same format as the above QM9 dataset, you can train a QDF model with your dataset and others by running the two shell scripts (i.e., preprocess.sh and train.sh). In the dataset directory, we divide the dataset into the training, validation, and test sets; therefore, if you prepare the training set with the publicly available data and train it, you can predict your (e.g., in-house) data as the test set.

Predict your dataset using the pre-trained QDF model

Of course, if you prepare your dataset, you can predict your dataset using the pre-trained QDF model by running the two shell scripts (i.e., preprocess.sh and predict.sh). We have already provided some pre-trained models in the pretrained_model directory; we will provide various models in the future.

We note that the provided pre-trained QDF models have been trained with the QM9 dataset, which contains small organic molecules made up of H, C, N, O, and F atoms. Therefore, if your dataset contains other atoms (e.g., S and Cl) that do not appear in the QM9 dataset, you receive the following warning.

If you would like to predict the molecules including S and Cl atoms, train a QDF model with the Alchemy dataset [4]. However, the current implementation only considers the standard basis set (e.g., 3-21G and 6-31G) for H, C, N, O and F atoms in the QM9 dataset. For S, Cl, and other heavier atoms in the Alchemy dataset, you will need to add a script to consider the basis set for such heavy atoms in preprocess.py as follows.

Extension

As we have discussed in our papers, for example we need to improve the current (a) simplified Gaussian-type orbitals in terms of the spherical harmonics (e.g., use the Slater-type orbitals), (b) Gaussian external potential [3] that is a simplified potential (e.g., to better describe the potential and density close to the nucleus), and (c) vanilla feed-forward DNNs (e.g., add the residual connections). Such model extensions can be created by forking this repository.

Generate the electron density map (work in progress)

In addition to property prediction, you will be able to generate the electron density map of molecules by a command in the future.

Demo (work in progress)

We are now preparing an online demo (we provide the script in the demo directory) for predicting the molecular properties using the pre-trained QDF models.

How to cite

@article{PhysRevLett.125.206401,
  title = {Quantum Deep Field: Data-Driven Wave Function, Electron Density Generation, and Atomization Energy Prediction and Extrapolation with Machine Learning},
  author = {Tsubaki, Masashi and Mizoguchi, Teruyasu},
  journal = {Phys. Rev. Lett.},
  volume = {125},
  issue = {20},
  pages = {206401},
  numpages = {6},
  year = {2020},
  month = {Nov},
  publisher = {American Physical Society},
  doi = {10.1103/PhysRevLett.125.206401},
  url = {https://link.aps.org/doi/10.1103/PhysRevLett.125.206401}
}

@article{tsubaki2020equivalence,
  title={On the equivalence of molecular graph convolution and molecular wave function with poor basis set},
  author={Tsubaki, Masashi and Mizoguchi, Teruyasu},
  journal={Advances in Neural Information Processing Systems},
  volume={33},
  year={2020}
}

References

[1] Ramakrishnan et al., Quantum chemistry structures and properties of 134 kilo molecules, Scientific Data, 2014.
[2] McQuarrie and Simon, Physical chemistry: A molecular approach, University Science Books Sausalito, 1997.
[3] Brockherde et al., Bypassing the Kohn-Sham equations with machine learning, Nature Communications, 2017.
[4] Chen et al., Alchemy: A quantum chemistry dataset for benchmarking ai models, arXiv preprint, 2019.

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Quantum deep field for molecule

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