5-(Trifluoromethyl)-N-(4-trifluoromethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

ID: ALA1784712

Chembl Id: CHEMBL1784712

PubChem CID: 51347393

Max Phase: Preclinical

Molecular Formula: C13H7F6N5

Molecular Weight: 347.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc(Nc2cc(C(F)(F)F)nc3ncnn23)cc1

Standard InChI:  InChI=1S/C13H7F6N5/c14-12(15,16)7-1-3-8(4-2-7)22-10-5-9(13(17,18)19)23-11-20-6-21-24(10)11/h1-6,22H

Standard InChI Key:  QAWZBLSZJFEDEM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1784712

   5-(Trifluoromethyl)-N-(4-trifluoromethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

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: 347.22

Molecular Weight (Monoisotopic): 347.0606

AlogP: 3.91

#Rotatable Bonds: 2

Polar Surface Area: 55.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -2.02

References

1. Gujjar R, El Mazouni F, White KL, White J, Creason S, Shackleford DM, Deng X, Charman WN, Bathurst I, Burrows J, Floyd DM, Matthews D, Buckner FS, Charman SA, Phillips MA, Rathod PK..  (2011)  Lead optimization of aryl and aralkyl amine-based triazolopyrimidine inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase with antimalarial activity in mice.,  54  (11): [PMID:21517059] [10.1021/jm200265b]

2.  (2016)  Antimalarial agents that are inhibitors of dihydroorotate dehydrogenase, 

Source

Source(2):

• Scientific Literature
• BindingDB Database