PSB-6426   Click here for help

GtoPdb Ligand ID: 9033

Synonyms: compound 19a [PMID: 18630897]
Compound class: Synthetic organic
Comment: PSB-6426 is a tool compound which inhibits ectonucleoside triphosphate diphosphohydrolase 2 (ENTPD2, CD39L1) [1]. Structurally it is a uridine derivative, and it was the most potent compound discovered in a series designed to find novel structures with potential cardioprotective action.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 208.09
Molecular weight 540.16
XLogP -0.25
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCOP(=O)(Cc1ccc(cc1)NC(=O)CNC(=O)C1OC(C(C1O)O)n1ccc(=O)[nH]c1=O)OCC
Isomeric SMILES CCOP(=O)(Cc1ccc(cc1)NC(=O)CNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O)OCC
InChI InChI=1S/C22H29N4O10P/c1-3-34-37(33,35-4-2)12-13-5-7-14(8-6-13)24-16(28)11-23-20(31)19-17(29)18(30)21(36-19)26-10-9-15(27)25-22(26)32/h5-10,17-19,21,29-30H,3-4,11-12H2,1-2H3,(H,23,31)(H,24,28)(H,25,27,32)/t17-,18+,19-,21+/m0/s1
InChI Key AEVBPXDFDKBGLT-YOUFYPILSA-N
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Compound class Synthetic organic
IUPAC Name Click here for help
(2S,3S,4R,5R)-N-[2-[4-(diethoxyphosphorylmethyl)anilino]-2-oxoethyl]-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolane-2-carboxamide
Synonyms Click here for help
compound 19a [PMID: 18630897]
Database Links Click here for help
BindingDB Ligand 50262249
ChEMBL Ligand CHEMBL469212
GtoPdb PubChem SID 315661118
PubChem CID 24949079
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