BQ 788 sodium salt, ETB receptor antagonist

Key facts

CAS number

156161-89-6

Purity

>98%

Form

Solid

form

Molecular weight

663.8 Da

Molecular formula

C₃₄H₅₀N₅NaO₇

PubChem

23693553

Nature

Synthetic

Solubility

Soluble in ethanol to 5 mM

Soluble in DMSO to 5 mM

Biochemical name

BQ-788 sodium salt

Biological description

Highly potent, selective ETB receptor antagonist (IC50 values are 1.2 and 1300 nM for ET-1 binding to ETB and ETA, respectively). Inhibits ET-1 induced vasoconstriction, bronchoconstriction and cell proliferation. Shows antitumor effects.

Canonical smiles

CCCCC(C(=O)[O-])N(C(=O)C(CC1=CN(C2=CC=CC=C21)C(=O)OC)N)C(=O)C(CC(C)(C)C)NC(=O)N3C(CCCC3C)C.[Na+]

Isomeric smiles

CCCC[C@H](C(=O)[O-])N(C(=O)[C@@H](CC1=CN(C2=CC=CC=C21)C(=O)OC)N)C(=O)[C@H](CC(C)(C)C)NC(=O)N3[C@@H](CCC[C@@H]3C)C.[Na+]

InChi

InChI=1S/C34H51N5O7.Na/c1-8-9-16-28(31(42)43)39(29(40)25(35)18-23-20-37(33(45)46-7)27-17-11-10-15-24(23)27)30(41)26(19-34(4,5)6)36-32(44)38-21(2)13-12-14-22(38)3;/h10-11,15,17,20-22,25-26,28H,8-9,12-14,16,18-19,35H2,1-7H3,(H,36,44)(H,42,43);/q;+1/p-1/t21-,22+,25-,26+,28-;/m1./s1

InChiKey

JFIJJAJAXSAGIH-IVZJRGRDSA-M

IUPAC Name

sodium;(2R)-2-[[(2R)-2-amino-3-(1-methoxycarbonylindol-3-yl)propanoyl]-[(2S)-2-[[(2S,6R)-2,6-dimethylpiperidine-1-carbonyl]amino]-4,4-dimethylpentanoyl]amino]hexanoate