ID: ALA3792517

Max Phase: Preclinical

Molecular Formula: C22H28Cl2N4O

Molecular Weight: 435.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCN(CCC)c1ccc(Cl)c2nc(Nc3c(C)cc(Cl)cc3OC)n(C)c12

Standard InChI:  InChI=1S/C22H28Cl2N4O/c1-6-10-28(11-7-2)17-9-8-16(24)20-21(17)27(4)22(26-20)25-19-14(3)12-15(23)13-18(19)29-5/h8-9,12-13H,6-7,10-11H2,1-5H3,(H,25,26)

Standard InChI Key:  UGGBJUVBTGDGAH-UHFFFAOYSA-N

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

Properties

Molecular Weight: 435.40

Molecular Weight (Monoisotopic): 434.1640

AlogP: 6.57

#Rotatable Bonds: 8

Polar Surface Area: 42.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 7.63

CX LogP: 7.04

CX LogD: 6.63

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.35

References

1. Mochizuki M, Kori M, Kobayashi K, Yano T, Sako Y, Tanaka M, Kanzaki N, Gyorkos AC, Corrette CP, Cho SY, Pratt SA, Aso K..  (2016)  Design and Synthesis of Benzimidazoles As Novel Corticotropin-Releasing Factor 1 Receptor Antagonists.,  59  (6): [PMID:26901666] [10.1021/acs.jmedchem.5b01715]

2. Mochizuki M, Kojima T, Kobayashi K, Kotani E, Ishichi Y, Kanzaki N, Nakagawa H, Okuda T, Kosugi Y, Yano T, Sako Y, Tanaka M, Aso K..  (2017)  Discovery of 4-chloro-2-(2,4-dichloro-6-methylphenoxy)-1-methyl-7-(pentan-3-yl)-1H-benzimidazole, a novel CRF1 receptor antagonist.,  25  (5): [PMID:28174066] [10.1016/j.bmc.2016.11.011]

Source

Source(1):

• Scientific Literature