compound 1a [PMID: 15055993]   Click here for help

GtoPdb Ligand ID: 6514

Compound class: Synthetic organic
Comment: Matrix metalloproteinase-9 inhibitor as potential antipsoriatic agent
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 5
Rotatable bonds 6
Topological polar surface area 165.01
Molecular weight 424.09
XLogP 0.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES ONC(=O)C1C(O)C(O)C(CN1S(=O)(=O)c1ccc(cc1)Oc1ccccc1)O
Isomeric SMILES ONC(=O)[C@H]1[C@@H](O)[C@H](O)[C@H](CN1S(=O)(=O)c1ccc(cc1)Oc1ccccc1)O
InChI InChI=1S/C18H20N2O8S/c21-14-10-20(15(18(24)19-25)17(23)16(14)22)29(26,27)13-8-6-12(7-9-13)28-11-4-2-1-3-5-11/h1-9,14-17,21-23,25H,10H2,(H,19,24)/t14-,15+,16+,17+/m0/s1
InChI Key WLWNRAWQDZRXMB-YLFCFFPRSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R,3R,4R,5S)-N,3,4,5-tetrahydroxy-1-[4-(phenoxy)phenyl]sulfonylpiperidine-2-carboxamide
Database Links Click here for help
ChEMBL Ligand CHEMBL61193
GtoPdb PubChem SID 178103128
PubChem CID 9910222
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