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

ID: ALA4224781

Chembl Id: CHEMBL4224781

PubChem CID: 57786009

Max Phase: Preclinical

Molecular Formula: C20H19ClF5N5O3

Molecular Weight: 507.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(C)nc(OC)c1N1CCCn2c1nc1c(Cl)ccc(C(OC(F)F)C(F)(F)F)c12

Standard InChI:  InChI=1S/C20H19ClF5N5O3/c1-9-27-16(32-2)14(17(28-9)33-3)31-8-4-7-30-13-10(15(20(24,25)26)34-18(22)23)5-6-11(21)12(13)29-19(30)31/h5-6,15,18H,4,7-8H2,1-3H3

Standard InChI Key:  JTLZZKGUHLRGOA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4224781

   9-chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-1-(4,6-dimethoxy-2-methylpyrimidin-5-yl)-3,4-dihydro-2H-pyrimido[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: 507.85

Molecular Weight (Monoisotopic): 507.1097

AlogP: 5.19

#Rotatable Bonds: 6

Polar Surface Area: 74.53

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.64

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.24

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