Ingvar Lagerstedt

An N-locant is not expected for isocyanate/isothiocyanate, but in some cases they have been added; ChemDraw accepts them. I have only seen a few examples, but it seems relatively harmless...

t-Butyl N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine interpreted different from ChemDraw (and what the authors intended)

2

In some of Cellgene's patents (WO1998003502A1_0102) for lenalidomide they use t-Butyl N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine (with the 1 as an I) to represent `O=C1N(CC2=C(C=CC=C12)[N+](=O)[O-])[C@H](C(=O)OC(C)(C)C)CCC(=O)N` ChemDraw 19.1 recognises this name. ChemSrc also uses this...

Some constructs chemists tend to get wrong

1

Not sure if this is within scope for Opsin to handle. Anyway these are examples from patents where the author used a construct to form a valid name, but the...

O-methyl phenylphosphonothioic chloride - expected methyl ester, got trivalent chlorine

4

O-methyl phenylphosphonothioic chloride results in C[ClH]P(=S)(C1=CC=CC=C1)Cl I had expected: COP(=S)(C1=CC=CC=C1)Cl but I may be wrong, ChemDraw gave me: OP(C1=CC=CC=C1C)(Cl)=S which also looks strange. originally from a patent with 0 in...

cyclo[c.c.c.c.c.c.e.e.e.e.e.e]dodecakisbenzene aka infinitene fails

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Error: cyclo[c.c.c.c.c.cepsiloneepsiloneepsilone]dodecakisbenzene was uninterpretable due to the following section of the name: cyclo[c.c.c.c.c.cepsiloneepsiloneepsilone] The following was not understandable in the context it was used: c.c.c.c.c.cepsiloneepsiloneepsilone Not sure if this is...

Opsin gives S-3-bromophenyl-2-chloro-2-oxoethanethioate BrC=1C=C(C=CC1)S=C(C(=O)Cl)[O-] ChemDraw corrects this to O=C(SC1=CC=CC(Br)=C1)C(Cl)=O and gives the name as: S-(3-bromophenyl) 2-chloro-2-oxoethanethioate so hyphens vs parenthesis

Think you have a bonus methyl group in Sodium deoxycholate: https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL514674/ compared with PubChem and Merck: https://pubchem.ncbi.nlm.nih.gov/substance/24894044 https://www.sigmaaldrich.com/catalog/product/sial/d6750?lang=en&region=GB The methyl group is also not there in methyl deoxycholate and Deoxycholic...

This might be a bit esoteric but, and admittedly the names are incomplete. benzothiopyran is by default 2H-benzothiopyran In dihydrobenzothiopyran, the default choice is 3,4-dihydro-2H-benzothiopyran In dihydrobenzothiopyran-3-thione, the default choice...

6-chloro-7-deazapurine

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Opsin gives ClC1=C2CC=NC2=NC=N1 for 6-chloro-7-deazapurine I would expect ClC1=C2C=CNC2=NC=N1 i.e., that an H migrates to the other N in the 5-membered ring, rather than stay on transmuted C

Hi Daniel, Think this sums up several of the issues I have seen. When there is a halogen atom/amino group without a locant and there is a tetravalent phosphorous/pentavalent sulfur...