User cd46b9a398
08-05-2015 19:30:12
Hi
For this molecule, C=C(C)C(=O)OCC[N+](=O)[O-] 2571991, JChem/CXCALC 15.5.4 deprotonates the methylene carbon alpha to the nitro group around pH 7.2 (see attached). I would be interested to know what data you used to parameterize this. Do you have a reference please?
User cd46b9a398
12-05-2015 02:53:26
I'm sorry to seem impatient, and perhaps you feel we should just ignore nitros, but some drugs have nitros, e.g. NITHIAMIDE and SIVIFENE and this is thus a serious problem for us. No way these should be carbanions. Can you please check and let us know?
User 851ac690a0
13-05-2015 22:38:47
Hi,
Thanks for reporting this pKa bug.
Sorry for the week long lack of answer but unfortunately I received your question only today due to some technical issue.
Based on your feedback an improved version will be released asap, probably on the next week.
The pKa value of a "similar" molecule and its experimental pKa value is given on the attached figure.
The carbanion species will be present in circa 7% at pH=7.2 according to the predicted pKa value of the molecule you brought up in this discussion.
Hoping we were able to help you.
Jozsi