compound 3 [PMID: 8410973]   Click here for help

GtoPdb Ligand ID: 8634

Compound class: Synthetic organic
Comment: Compound 3 is reported to inhibit human pepsin, in addition to gastricsin and cathepsins D and E [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 4
Rotatable bonds 22
Topological polar surface area 183.86
Molecular weight 754.35
XLogP 2.74
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES C=CCC(C(=O)NC(C(=O)C(C(=O)NCCN1CCOCC1)(F)F)CC1CCCCC1)NC(=O)C(NS(=O)(=O)N1CCOCC1)Cc1ccccc1
Isomeric SMILES C=CC[C@@H](C(=O)N[C@H](C(=O)C(C(=O)NCCN1CCOCC1)(F)F)CC1CCCCC1)NC(=O)[C@@H](NS(=O)(=O)N1CCOCC1)Cc1ccccc1
InChI InChI=1S/C35H52F2N6O8S/c1-2-9-28(39-33(46)30(25-27-12-7-4-8-13-27)41-52(48,49)43-18-22-51-23-19-43)32(45)40-29(24-26-10-5-3-6-11-26)31(44)35(36,37)34(47)38-14-15-42-16-20-50-21-17-42/h2,4,7-8,12-13,26,28-30,41H,1,3,5-6,9-11,14-25H2,(H,38,47)(H,39,46)(H,40,45)/t28-,29-,30-/m0/s1
InChI Key MQDDTALXSBQTQP-DTXPUJKBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(4S)-5-cyclohexyl-2,2-difluoro-N-(2-morpholin-4-ylethyl)-4-[[(2S)-2-[[(2S)-2-(morpholin-4-ylsulfonylamino)-3-phenylpropanoyl]amino]pent-4-enoyl]amino]-3-oxopentanamide
Database Links Click here for help
BindingDB Ligand 50008139
ChEMBL Ligand CHEMBL287423
GtoPdb PubChem SID 252166834
PubChem CID 10078814
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