compound 20 [PMID: 23692593]   Click here for help

GtoPdb Ligand ID: 8486

Synonyms: Ahx-FSQn(boro)Bpg [1]
Compound class: Synthetic organic
Comment: This compound is reported as an inhibitor of the serine protease activity of prostate-specific antigen (PSA, aka kallikrein-related peptidase 3) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 10
Rotatable bonds 32
Topological polar surface area 275.3
Molecular weight 783.33
XLogP 0
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCCCC(C(=O)NC(B(O)O)CCCBr)NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)CCCCCN)CO)CCC(=O)N
Isomeric SMILES CCCC[C@@H](C(=O)N[C@@H](B(O)O)CCCBr)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CCCCCN)CO)CCC(=O)N
InChI InChI=1S/C33H55BBrN7O9/c1-2-3-13-23(31(47)42-27(34(50)51)14-10-18-35)39-30(46)24(16-17-28(37)44)40-33(49)26(21-43)41-32(48)25(20-22-11-6-4-7-12-22)38-29(45)15-8-5-9-19-36/h4,6-7,11-12,23-27,43,50-51H,2-3,5,8-10,13-21,36H2,1H3,(H2,37,44)(H,38,45)(H,39,46)(H,40,49)(H,41,48)(H,42,47)/t23-,24-,25-,26-,27+/m0/s1
InChI Key AKGOAAVLALZKCN-JSLVBRCRSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(1S)-1-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-(6-aminohexanoylamino)-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]hexanoyl]amino]-4-bromobutyl]boronic acid
Synonyms Click here for help
Ahx-FSQn(boro)Bpg [1]
Database Links Click here for help
ChEMBL Ligand CHEMBL2381669
GtoPdb PubChem SID 252166694
PubChem CID 71681016
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