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

ID: ALA1486536

Chembl Id: CHEMBL1486536

PubChem CID: 2810970

Max Phase: Preclinical

Molecular Formula: C19H12F3N3O

Molecular Weight: 355.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(-c2ccccc2)nc2c(-c3ccccc3)c(C(F)(F)F)nn12

Standard InChI:  InChI=1S/C19H12F3N3O/c20-19(21,22)17-16(13-9-5-2-6-10-13)18-23-14(11-15(26)25(18)24-17)12-7-3-1-4-8-12/h1-11,26H

Standard InChI Key:  YHHUDCVIWUACNU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1486536

   3,5-diphenyl-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: 355.32

Molecular Weight (Monoisotopic): 355.0932

AlogP: 4.79

#Rotatable Bonds: 2

Polar Surface Area: 50.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.03

CX Basic pKa: ┄

CX LogP: 5.38

CX LogD: 5.29

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -1.23

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. PubChem BioAssay data set, 

3. Qi J, Zhang F, Mi Y, Fu Y, Xu W, Zhang D, Wu Y, Du X, Jia Q, Wang K, Zhang H..  (2011)  Design, synthesis and biological activity of pyrazolo[1,5-a]pyrimidin-7(4H)-ones as novel Kv7/KCNQ potassium channel activators.,  46  (3): [PMID:21296466] [10.1016/j.ejmech.2011.01.010]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays