compound 10 [PMID: 18790648]   Click here for help

GtoPdb Ligand ID: 8665

Compound class: Synthetic organic
Comment: Compound 10 was discovered in a study aiming to identify selective matrix metalloproteinase (MMP) inhibitors [1]. Compound 10 is at least 100-fold selective for MMP11 compared to other MMPs tested.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 20
Topological polar surface area 207.95
Molecular weight 728.24
XLogP 4.88
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccccc1SCC(C(=O)NC(C(=O)N)Cc1c[nH]c2c1cccc2)CP(=O)(C(Cc1ccccc1)NC(=O)OCc1ccccc1)O
Isomeric SMILES COc1ccccc1SC[C@@H](C(=O)N[C@H](C(=O)N)Cc1c[nH]c2c1cccc2)CP(=O)([C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)O
InChI InChI=1S/C38H41N4O7PS/c1-48-33-18-10-11-19-34(33)51-25-29(37(44)41-32(36(39)43)21-28-22-40-31-17-9-8-16-30(28)31)24-50(46,47)35(20-26-12-4-2-5-13-26)42-38(45)49-23-27-14-6-3-7-15-27/h2-19,22,29,32,35,40H,20-21,23-25H2,1H3,(H2,39,43)(H,41,44)(H,42,45)(H,46,47)/t29-,32-,35+/m0/s1
InChI Key YDDMVPLLJTZTQL-LAABSITASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2S)-3-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-[(2-methoxyphenyl)sulfanylmethyl]-3-oxopropyl]-[(1R)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphinic acid
Database Links Click here for help
ChEMBL Ligand CHEMBL447457
GtoPdb PubChem SID 252166865
PubChem CID 44580457
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