mrothroc/molgpt-moses-selfies-mixlab

MolGPT (MOSES), reproduced in mixlab, SELFIES

The same small MolGPT reproduction as the SMILES model, retrained on SELFIES instead of SMILES. SELFIES is a string representation where every valid string decodes to a valid molecule, so validity becomes a property of the representation rather than something the model has to learn. Trained in mixlab on a single Apple-silicon Mac.

This is a model to learn from and tinker with, not a state-of-the-art result. It is also a small worked example of a useful idea: when a property is hard for a model to learn, changing the representation can be a better lever than a bigger model. mixlab makes that kind of experiment fast to run.

What it is

• 6,342,656 parameters: 8 layers, 256 dim, 8 heads, causal GPT. Identical to the SMILES model except the tokenizer and sequence length. Exported as a native Hugging Face GPT2LMHeadModel.
• SELFIES-symbol tokenizer, vocab 30.
• Trained on the MOSES benchmark, one molecule per sequence, 33,000 steps (about 10 epochs), roughly 5 hours on an M1 Max.

What the representation change buys

Scored on 30,000 unconditional samples with the official moses.metrics, next to the SMILES model:

Metric	SMILES model	this SELFIES model
Valid	0.988	1.000
Novelty	0.783	0.859
FCD/Test	2.83	0.43
Filters	0.996	0.976

Validity is 1.000 by construction, Novelty and distribution fit both improve, and the MOSES medicinal-chemistry Filters rate slips a little (0.996 to 0.976). SELFIES is not ours (Krenn et al. 2020); the interesting part is that a representation choice, at no extra compute, delivered guaranteed validity and better fidelity.

Load and generate

It loads with stock transformers as a GPT2LMHeadModel, no trust_remote_code. Framing tokens: BOS=1, EOS=2, PAD=0. The model emits SELFIES symbols; decode them to SMILES with the selfies library.

import torch, selfies as sf
from transformers import AutoModelForCausalLM
from tokenizers import Tokenizer
from huggingface_hub import hf_hub_download

repo = "mrothroc/molgpt-moses-selfies-mixlab"
model = AutoModelForCausalLM.from_pretrained(repo).eval()             # GPT2LMHeadModel
tok = Tokenizer.from_file(hf_hub_download(repo, "tokenizer.json"))
BOS, EOS, PAD = 1, 2, 0

out = model.generate(torch.full((8, 1), BOS), do_sample=True, temperature=1.0,
                     top_k=0, max_length=73, eos_token_id=EOS, pad_token_id=PAD)
for row in out.tolist():
    seq = [t for t in row[1:] if t not in (BOS, PAD)]
    if EOS in seq: seq = seq[:seq.index(EOS)]
    selfies = "".join(tok.id_to_token(t) for t in seq)
    print(sf.decoder(selfies))                                        # valid SMILES, by construction

Learn more

The full recipe, including the representation lesson and the two other ways to guarantee validity (a grammar-constrained decoder and a post-hoc verifier), is in the mixlab cookbook: https://github.com/mrothroc/mixlab-cookbook. Trainer: mixlab.

Citation

This is a reproduction, so please cite what it builds on:

• MolGPT: Bagal, V.; Aggarwal, R.; Vinod, P. K.; Priyakumar, U. D. "MolGPT: Molecular Generation Using a Transformer-Decoder Model." J. Chem. Inf. Model. 2022, 62 (9), 2064-2076. doi:10.1021/acs.jcim.1c00600
• MOSES: Polykovskiy, D. et al. "Molecular Sets (MOSES): A Benchmarking Platform for Molecular Generation Models." Front. Pharmacol. 2020, 11, 565644. doi:10.3389/fphar.2020.565644
• SELFIES: Krenn, M.; Häse, F.; Nigam, A.; Friederich, P.; Aspuru-Guzik, A. "Self-Referencing Embedded Strings (SELFIES): A 100% Robust Molecular String Representation." Mach. Learn.: Sci. Technol. 2020, 1 (4), 045024. doi:10.1088/2632-2153/aba947