N-(3,5-difluoro-4-(trifluoromethyl)phenyl)-2-(trifluoromethyl)-5-methyl-[1,2,4]-triazolo[1,5-a]pyrimidin-7-amine

ID: ALA3289672

Chembl Id: CHEMBL3289672

PubChem CID: 51031042

Max Phase: Preclinical

Molecular Formula: C14H7F8N5

Molecular Weight: 397.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2cc(F)c(C(F)(F)F)c(F)c2)n2nc(C(F)(F)F)nc2n1

Standard InChI:  InChI=1S/C14H7F8N5/c1-5-2-9(27-12(23-5)25-11(26-27)14(20,21)22)24-6-3-7(15)10(8(16)4-6)13(17,18)19/h2-4,24H,1H3

Standard InChI Key:  JEEOGRYTTNEULC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3289672

   N-[3,5-Difluoro-4-(Trifluoromethyl)phenyl]-5-Methyl-2-(Trifluoromethyl)[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: 397.23

Molecular Weight (Monoisotopic): 397.0574

AlogP: 4.49

#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: 4.61

CX LogD: 4.61

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.86

References

1. Deng X, Kokkonda S, El Mazouni F, White J, Burrows JN, Kaminsky W, Charman SA, Matthews D, Rathod PK, Phillips MA..  (2014)  Fluorine modulates species selectivity in the triazolopyrimidine class of Plasmodium falciparum dihydroorotate dehydrogenase inhibitors.,  57  (12): [PMID:24801997] [10.1021/jm500481t]

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

3. Singh A, Maqbool M, Mobashir M, Hoda N..  (2017)  Dihydroorotate dehydrogenase: A drug target for the development of antimalarials.,  125  [PMID:27721149] [10.1016/j.ejmech.2016.09.085]

Source

Source(2):

• Scientific Literature
• BindingDB Database