2-[(1-cyclopropylmethyl-piperidin-4-ylidene)-(3'-methanesulfonyl-biphenyl-4-yl)-methyl]-5-fluoro-6-trifluoromethyl-1H-benzoimidazole

ID: ALA378261

Chembl Id: CHEMBL378261

PubChem CID: 44413138

Max Phase: Preclinical

Molecular Formula: C31H29F4N3O2S

Molecular Weight: 583.65

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(-c2ccc(C(=C3CCN(CC4CC4)CC3)c3nc4cc(F)c(C(F)(F)F)cc4[nH]3)cc2)c1

Standard InChI:  InChI=1S/C31H29F4N3O2S/c1-41(39,40)24-4-2-3-23(15-24)20-7-9-21(10-8-20)29(22-11-13-38(14-12-22)18-19-5-6-19)30-36-27-16-25(31(33,34)35)26(32)17-28(27)37-30/h2-4,7-10,15-17,19H,5-6,11-14,18H2,1H3,(H,36,37)

Standard InChI Key:  XEGVCTLTXFUGRJ-UHFFFAOYSA-N

Associated Targets(Human)

MCHR2 Tchem Melanin-concentrating hormone receptor 2 (304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCHR1 Tchem Melanin-concentrating hormone receptor 1 (5587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 583.65Molecular Weight (Monoisotopic): 583.1917AlogP: 7.10#Rotatable Bonds: 6
Polar Surface Area: 66.06Molecular Species: BASEHBA: 4HBD: 1
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.09CX Basic pKa: 8.60CX LogP: 5.97CX LogD: 4.74
Aromatic Rings: 4Heavy Atoms: 41QED Weighted: 0.25Np Likeness Score: -1.26

References

1. Wu WL, Burnett DA, Caplen MA, Domalski MS, Bennett C, Greenlee WJ, Hawes BE, O'Neill K, Weig B, Weston D, Spar B, Kowalski T..  (2006)  Design and synthesis of orally efficacious benzimidazoles as melanin-concentrating hormone receptor 1 antagonists.,  16  (14): [PMID:16690315] [10.1016/j.bmcl.2006.04.062]
2. Helal MA, Chittiboyina AG, Avery MA..  (2019)  Identification of a new small molecule chemotype of Melanin Concentrating Hormone Receptor-1 antagonists using pharmacophore-based virtual screening.,  29  (24): [PMID:31678007] [10.1016/j.bmcl.2019.126741]

Source