5-benzyl-3-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA490176

Chembl Id: CHEMBL490176

PubChem CID: 2202596

Max Phase: Preclinical

Molecular Formula: C20H14F3N3O

Molecular Weight: 369.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(Cc2ccccc2)[nH]c2c(-c3ccccc3)c(C(F)(F)F)nn12

Standard InChI:  InChI=1S/C20H14F3N3O/c21-20(22,23)18-17(14-9-5-2-6-10-14)19-24-15(12-16(27)26(19)25-18)11-13-7-3-1-4-8-13/h1-10,12,24H,11H2

Standard InChI Key:  CIDCSEGUDSXHBN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA490176

   5-benzyl-3-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

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: 369.35

Molecular Weight (Monoisotopic): 369.1089

AlogP: 4.30

#Rotatable Bonds: 3

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: 1.17

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.95

References

1. Mao J, Eoh H, He R, Wang Y, Wan B, Franzblau SG, Crick DC, Kozikowski AP..  (2008)  Structure-activity relationships of compounds targeting mycobacterium tuberculosis 1-deoxy-D-xylulose 5-phosphate synthase.,  18  (19): [PMID:18783951] [10.1016/j.bmcl.2008.08.034]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL