conivaptan   Click here for help

GtoPdb Ligand ID: 2203

Synonyms: Vaprisol® | YM-087 | YM087
Approved drug
conivaptan is an approved drug (FDA (2005))
Compound class: Synthetic organic
Comment: Conivaptan is a non-peptide vasopressin receptor antagonist. It antagonises the V1A and V2 receptors but does not inhibit V1B receptor activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 78.09
Molecular weight 498.21
XLogP 6.25
No. Lipinski's rules broken 1
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Canonical SMILES Cc1[nH]c2c(n1)c1ccccc1N(CC2)C(=O)c1ccc(cc1)NC(=O)c1ccccc1c1ccccc1
Isomeric SMILES Cc1[nH]c2c(n1)c1ccccc1N(CC2)C(=O)c1ccc(cc1)NC(=O)c1ccccc1c1ccccc1
InChI InChI=1S/C32H26N4O2/c1-21-33-28-19-20-36(29-14-8-7-13-27(29)30(28)34-21)32(38)23-15-17-24(18-16-23)35-31(37)26-12-6-5-11-25(26)22-9-3-2-4-10-22/h2-18H,19-20H2,1H3,(H,33,34)(H,35,37)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
V2 receptor Primary target of this compound Hs Antagonist Antagonist 9.4 pKi - 1
pKi 9.4 (Ki 3.6x10-10 M) [1]
V1A receptor Primary target of this compound Hs Antagonist Antagonist 8.2 – 8.4 pKi - 2-3
pKi 8.2 – 8.4 [2-3]