compound 2 [PMID: 28379944]   Click here for help

GtoPdb Ligand ID: 11931

PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a nonselective angiotensin (AT) receptor antagonist [1]. It is approximately ~ten-fold selective for AT2R compared to AT1R .
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 122.8
Molecular weight 621.25
XLogP 8.32
No. Lipinski's rules broken 1
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Canonical SMILES CCCc1nc2ccc(cc2c(=O)n1Cc1ccc(cc1)c1ccccc1c1nn[nH]n1)N(C(=O)c1ccccc1)Cc1ccco1
Isomeric SMILES CCCc1nc2c(cc(cc2)N(Cc2ccco2)C(=O)c2ccccc2)c(=O)n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1
InChI InChI=1S/C37H31N7O3/c1-2-9-34-38-33-20-19-28(43(24-29-12-8-21-47-29)36(45)27-10-4-3-5-11-27)22-32(33)37(46)44(34)23-25-15-17-26(18-16-25)30-13-6-7-14-31(30)35-39-41-42-40-35/h3-8,10-22H,2,9,23-24H2,1H3,(H,39,40,41,42)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
AT2 receptor Hs Antagonist Antagonist 9.5 pKi - 1
pKi 9.5 (Ki 3.5x10-10 M) [1]
AT1 receptor Hs Antagonist Antagonist 8.4 pKi - 1
pKi 8.4 (Ki 3.7x10-9 M) [1]