rac-9-Chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(6-methoxy-2-methylpyridin-3-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole

ID: ALA4225373

Chembl Id: CHEMBL4225373

PubChem CID: 44156254

Max Phase: Preclinical

Molecular Formula: C20H18ClF5N4O2

Molecular Weight: 476.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCCn3c2nc2c(Cl)ccc(C(OC(F)F)C(F)(F)F)c23)c(C)n1

Standard InChI:  InChI=1S/C20H18ClF5N4O2/c1-10-13(6-7-14(27-10)31-2)29-8-3-9-30-16-11(17(20(24,25)26)32-18(22)23)4-5-12(21)15(16)28-19(29)30/h4-7,17-18H,3,8-9H2,1-2H3

Standard InChI Key:  XAZXBWNDNGSTGF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4225373

   9-Chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(6-methoxy-2-methylpyridin-3-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole

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: 476.83

Molecular Weight (Monoisotopic): 476.1038

AlogP: 5.79

#Rotatable Bonds: 5

Polar Surface Area: 52.41

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.72

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.42

References

1. Kojima T, Mochizuki M, Takai T, Hoashi Y, Morimoto S, Seto M, Nakamura M, Kobayashi K, Sako Y, Tanaka M, Kanzaki N, Kosugi Y, Yano T, Aso K..  (2018)  Discovery of 1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazoles as novel class of corticotropin releasing factor 1 receptor antagonists.,  26  (9): [PMID:29459145] [10.1016/j.bmc.2018.01.020]

Source

Source(1):

• Scientific Literature