compound 4 [PMID: 18163548]   Click here for help

GtoPdb Ligand ID: 6545

PDB Ligand
Compound class: Synthetic organic
Comment: PLAU inhibitor. Analogue of clinical candidate WX-UK1.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 7
Rotatable bonds 14
Topological polar surface area 203.08
Molecular weight 477.17
XLogP -0.69
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OCC(C(=O)NCc1ccc(cc1)C(=N)N)NC(=O)C(NS(=O)(=O)Cc1ccccc1)CO
Isomeric SMILES OC[C@@H](C(=O)NCc1ccc(cc1)C(=N)N)NC(=O)[C@H](NS(=O)(=O)Cc1ccccc1)CO
InChI InChI=1S/C21H27N5O6S/c22-19(23)16-8-6-14(7-9-16)10-24-20(29)17(11-27)25-21(30)18(12-28)26-33(31,32)13-15-4-2-1-3-5-15/h1-9,17-18,26-28H,10-13H2,(H3,22,23)(H,24,29)(H,25,30)/t17-,18+/m0/s1
InChI Key ZNOKJHWJKULOGM-ZWKOTPCHSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-3-hydroxy-1-oxopropan-2-yl]-3-hydroxy-2-(phenylmethylsulfonylamino)propanamide
Database Links Click here for help
ChEMBL Ligand CHEMBL252937
GtoPdb PubChem SID 178103159
PubChem CID 449051
RCSB PDB Ligand 7IN
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SynPHARM 78434 (in complex with plasminogen activator, urokinase)