verucerfont   Click here for help

GtoPdb Ligand ID: 10378

Synonyms: Compound (S)-8d [PMID: 21074436] | GSK-561679 | GSK561679 | NBI-77860 | NBI77860
Compound class: Synthetic organic
Comment: Verucerfont (NBI-77860 or GSK561679) is an orally available, brain penetrant and selective corticotropin releasing factor-1 (CRF-1) receptor antagonist [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 90.37
Molecular weight 406.21
XLogP 4.64
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(c(c1)C)c1c(C)nn2c1nc(C)cc2NC(c1onc(n1)C)CC
Isomeric SMILES COc1ccc(c(c1)C)c1c(C)nn2c1nc(C)cc2N[C@H](c1onc(n1)C)CC
InChI InChI=1S/C22H26N6O2/c1-7-18(22-24-15(5)27-30-22)25-19-11-13(3)23-21-20(14(4)26-28(19)21)17-9-8-16(29-6)10-12(17)2/h8-11,18,25H,7H2,1-6H3/t18-/m0/s1
1. Schwandt ML, Cortes CR, Kwako LE, George DT, Momenan R, Sinha R, Grigoriadis DE, Pich EM, Leggio L, Heilig M. (2016)
The CRF1 Antagonist Verucerfont in Anxious Alcohol-Dependent Women: Translation of Neuroendocrine, But not of Anti-Craving Effects.
Neuropsychopharmacology, 41 (12): 2818-2829. [PMID:27109623]
2. Tellew JE, Lanier M, Moorjani M, Lin E, Luo Z, Slee DH, Zhang X, Hoare SR, Grigoriadis DE, St Denis Y et al.. (2010)
Discovery of NBI-77860/GSK561679, a potent corticotropin-releasing factor (CRF1) receptor antagonist with improved pharmacokinetic properties.
Bioorg Med Chem Lett, 20 (24): 7259-64. [PMID:21074436]
3. Zorrilla EP, Heilig M, de Wit H, Shaham Y. (2013)
Behavioral, biological, and chemical perspectives on targeting CRF(1) receptor antagonists to treat alcoholism.
Drug Alcohol Depend, 128 (3): 175-86. [PMID:23294766]