3-(4-chlorophenyl)-2-methyl-5-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA489164

Chembl Id: CHEMBL489164

Cas Number: 902028-17-5

PubChem CID: 4912540

Max Phase: Preclinical

Molecular Formula: C19H14ClN3O

Molecular Weight: 335.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn2c(=O)cc(-c3ccccc3)[nH]c2c1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H14ClN3O/c1-12-18(14-7-9-15(20)10-8-14)19-21-16(11-17(24)23(19)22-12)13-5-3-2-4-6-13/h2-11,21H,1H3

Standard InChI Key:  PXKZSZOETXKDIU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA489164

   3-(4-chlorophenyl)-2-methyl-5-phenylpyrazolo[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: 335.79

Molecular Weight (Monoisotopic): 335.0825

AlogP: 4.32

#Rotatable Bonds: 2

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: 11.18

CX Basic pKa: 1.22

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.25

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.  (2012)  Heterocyclic compounds for the inhibition of pask, 

3.  (2012)  Heterocyclic compounds for the inhibition of pask, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data