compound 13b [PMID: 32198291]   Click here for help

GtoPdb Ligand ID: 10720

PDB Ligand
Compound class: Synthetic organic
Comment: Compound 13b is an inhibitor of SARS-CoV-2 main protease (Mpro) [3]. It is a derivative of the prevoiusly reported α-ketoamide inhibitor compound 11r [PMID: 32045235] [1]. Compound 13b has an enhanced plasma half-life compared to 11r, plus it exhibits substantial lung tropism and has shown suitability for inhalation-mediated administration.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 17
Topological polar surface area 167.86
Molecular weight 595.3
XLogP 2.99
No. Lipinski's rules broken 1
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Canonical SMILES O=C(OC(C)(C)C)Nc1cccn(c1=O)[C@H](C(=O)N[C@H]([C@H](C(=O)NCc1ccccc1)O)C[C@@H]1CCNC1=O)CC1CC1
Isomeric SMILES O=C(OC(C)(C)C)Nc1cccn(c1=O)[C@H](C(=O)N[C@H]([C@H](C(=O)NCc1ccccc1)O)C[C@@H]1CCNC1=O)CC1CC1
InChI InChI=1S/C31H41N5O7/c1-31(2,3)43-30(42)35-22-10-7-15-36(29(22)41)24(16-19-11-12-19)27(39)34-23(17-21-13-14-32-26(21)38)25(37)28(40)33-18-20-8-5-4-6-9-20/h4-10,15,19,21,23-25,37H,11-14,16-18H2,1-3H3,(H,32,38)(H,33,40)(H,34,39)(H,35,42)/t21-,23-,24-,25+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Tert-butyl (1-((S)-1-(((S)-4-(benzylamino)-3,4-dioxo-1-((S)-2-oxopyrrolidin-3-yl)-butan-2-yl)ami-no)-3-cyclopropyl-1-oxopropan-2-yl)-2-oxo-1,2-dihydropyridin-3-yl)carbamate
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9682024
Reactome Reaction Reactome logo R-HSA-9681596, R-HSA-9694592
Other databases
GtoPdb PubChem SID 405067314
PubChem CID 146018708
Search Google for chemical match using the InChIKey FRACPXUHUTXLCX-BELIEFIBSA-N
Search Google for chemicals with the same backbone FRACPXUHUTXLCX
UniChem Compound Search for chemical match using the InChIKey FRACPXUHUTXLCX-BELIEFIBSA-N
UniChem Connectivity Search for chemical match using the InChIKey FRACPXUHUTXLCX-BELIEFIBSA-N