Table 7 Comparison of Original Structures and their reference IUPAC Names with OPSIN-Retranslated Structures Generated from AI-Predicted IUPAC Names (AINs): Cases with Lowest Tanimoto Similarity Indices
From: STOUT V2.0: SMILES to IUPAC name conversion using transformer models
Original compound (reference | original structure) | STOUT-generated compound (AIN | OPSIN-translated Structure) | Tanimoto similarity |
|---|---|---|
tert-butyl (7S,8R)-12-chloro-13-fluoro-16-methylsulfanyl-8-(trifluoromethyl)-9-oxa-2,5,11,15,17-pentazatetracyclo[8.7.1.02,7.014,18]octadeca-1(17),10,12,14(18),15-pentaene-5-carboxylate | tert-butyl (7S,8R)-12-chloro-11-fluoro-15-methylsulfanyl-8-(trifluoromethyl)-9-oxa-2,5,13,14,16-pentazatetracyclo[8.7.1.02,7.014,18]octadeca-1(17),10,12,15-tetraene-5-carboxylate | 0.45 |
tert-butyl (8S,9S)-13-[3-[bis[(4-methoxyphenyl)methyl]amino]-2-fluoro-5-methyl-6-(trifluoromethyl)phenyl]-14-fluoro-4,9-dimethyl-17-methylsulfanyl-10-oxa-2,5,7,12,16,18-hexazapentacyclo[9.7.1.02,8.06,8.015,19]nonadeca-1(18),11,13,15(19),16-pentaene-5-carboxylate | tert-butyl (1S,2S)-13-[3-[bis[(4-methoxyphenyl)methyl]amino]-2-fluoro-5-methyl-6-(trifluoromethyl)phenyl]-12-fluoro-2,7-dimethyl-17-methylsulfanyl-3-oxa-5,8,10,14,16,18-hexazapentacyclo[9.7.1.01,9.04,9.015,19]nonadeca-11(19),12,14,16-tetraene-5-carboxylate | 0.84 |
(1R,23R,26S)-17-acetyl-N-(6-bromo-3-methylpyridin-2-yl)-4,21-dioxo-27-thia-3,14,18,19,22-pentazapentacyclo[20.2.2.113,16.01,23.015,19]heptacosa-13,17-diene-26-carboxamide | (1R,22R,25S)-16-acetyl-N-(6-bromo-3-methylpyridin-2-yl)-4,20-dioxo-27-thia-3,14,15,19,23-pentazapentacyclo[21.2.2.111,14.01,22.013,17]octacosa-11,15-diene-25-carboxamide | 0.88 |
3-[(1S,5R,6R,9R,14S,17R)-7-(6-aminopurin-9-yl)-6-fluoro-3,17-dihydroxy-12-oxo-12-sulfanyl-3-sulfanylidene-2,4,8,11,13-pentaoxa-3λ5,12λ5-diphosphatricyclo[12.2.1.05,9]heptadecan-15-yl]-6H-imidazo[4,5-b]pyridin-7-one | 3-[(1S,6R,7R,10R,15S,18R)-8-(6-aminopurin-9-yl)-7-fluoro-3,18-dihydroxy-12-oxo-12-sulfanyl-3-sulfanylidene-2,4,9,11,13-pentaoxa-3λ5,12λ5-diphosphatricyclo[13.2.1.06,10]octadecan-16-yl]-6H-imidazo[4,5-b]pyridin-7-one | 0.89 |
4-[3-[(3,3-difluoro-1-bicyclo[3.2.0]heptanyl)methoxy]-6-fluoro-12,14-dimethyl-10-oxa-2,4,8,11,14-pentazatricyclo[7.5.1.05,15]pentadeca-1,3,5(15),6,8-pentaen-7-yl]-5-ethynylnaphthalen-2-ol | 4-[7-[(3,3-difluoro-1-bicyclo[3.2.0]heptanyl)methoxy]-8-fluoro-12,14-dimethyl-10-oxa-2,4,6,11,14-pentazatricyclo[7.5.1.05,15]pentadeca-1,3,5(15),6,8-pentaen-3-yl]-5-ethynylnaphthalen-2-ol | 0.90 |