rac-9-Chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(2-ethyl-4,6-dimethylpyrimidin-5-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole

ID: ALA4225039

Chembl Id: CHEMBL4225039

PubChem CID: 57785808

Max Phase: Preclinical

Molecular Formula: C21H21ClF5N5O

Molecular Weight: 489.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc(C)c(N2CCCn3c2nc2c(Cl)ccc(C(OC(F)F)C(F)(F)F)c23)c(C)n1

Standard InChI:  InChI=1S/C21H21ClF5N5O/c1-4-14-28-10(2)16(11(3)29-14)31-8-5-9-32-17-12(18(21(25,26)27)33-19(23)24)6-7-13(22)15(17)30-20(31)32/h6-7,18-19H,4-5,8-9H2,1-3H3

Standard InChI Key:  BVFHZVLYHNWSJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4225039

   9-Chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(2-ethyl-4,6-dimethylpyrimidin-5-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: 489.88

Molecular Weight (Monoisotopic): 489.1355

AlogP: 6.04

#Rotatable Bonds: 5

Polar Surface Area: 56.07

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.51

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.33

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