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

ID: ALA4226158

Chembl Id: CHEMBL4226158

PubChem CID: 44129684

Max Phase: Preclinical

Molecular Formula: C20H19ClF5N5O2

Molecular Weight: 491.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(C)c(N2CCCn3c2nc2c(Cl)ccc(C(OC(F)F)C(F)(F)F)c23)c(C)n1

Standard InChI:  InChI=1S/C20H19ClF5N5O2/c1-9-14(10(2)28-18(27-9)32-3)30-7-4-8-31-15-11(16(20(24,25)26)33-17(22)23)5-6-12(21)13(15)29-19(30)31/h5-6,16-17H,4,7-8H2,1-3H3

Standard InChI Key:  SJCKNNGKORXNRE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4226158

   9-Chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(2-methoxy-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: 491.85

Molecular Weight (Monoisotopic): 491.1147

AlogP: 5.49

#Rotatable Bonds: 5

Polar Surface Area: 65.30

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.36

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.18

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