2-((2-chloro-6-methylphenyl)amino)-N-(2-fluoro-5-(trifluoromethyl)phenyl)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

ID: ALA4226545

Chembl Id: CHEMBL4226545

PubChem CID: 56970445

Max Phase: Preclinical

Molecular Formula: C26H21ClF4N4O2

Molecular Weight: 532.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(Cl)c1Nc1nc2cc(C(=O)Nc3cc(C(F)(F)F)ccc3F)c3c(c2[nH]1)CC(C)(C)O3

Standard InChI:  InChI=1S/C26H21ClF4N4O2/c1-12-5-4-6-16(27)20(12)34-24-33-19-10-14(22-15(21(19)35-24)11-25(2,3)37-22)23(36)32-18-9-13(26(29,30)31)7-8-17(18)28/h4-10H,11H2,1-3H3,(H,32,36)(H2,33,34,35)

Standard InChI Key:  NEDYVEZMEJJRFC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4226545

   2-[(2-Chloro-6-methylphenyl)amino]-N-[2-fluoro-5-(trifluoromethyl)phenyl]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 532.93

Molecular Weight (Monoisotopic): 532.1289

AlogP: 7.39

#Rotatable Bonds: 4

Polar Surface Area: 79.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.42

CX Basic pKa: 6.94

CX LogP: 7.19

CX LogD: 7.07

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -1.34

References

1. Muthukaman N, Deshmukh S, Tambe M, Pisal D, Tondlekar S, Shaikh M, Sarode N, Kattige VG, Sawant P, Pisat M, Karande V, Honnegowda S, Kulkarni A, Behera D, Jadhav SB, Sangana RR, Gudi GS, Khairatkar-Joshi N, Gharat LA..  (2018)  Alleviating CYP and hERG liabilities by structure optimization of dihydrofuran-fused tricyclic benzo[d]imidazole series - Potent, selective and orally efficacious microsomal prostaglandin E synthase-1 (mPGES-1) inhibitors: Part-2.,  28  (7): [PMID:29519738] [10.1016/j.bmcl.2018.02.048]

Source

Source(1):

• Scientific Literature