N-[[2-chloro-3-(trifluoromethyl)phenyl]methyl]-3-[4-(difluoromethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyrazine-5-carboxamide

ID: ALA3137651

Chembl Id: CHEMBL3137651

PubChem CID: 76314955

Max Phase: Preclinical

Molecular Formula: C21H13ClF5N5O2

Molecular Weight: 497.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1cccc(C(F)(F)F)c1Cl)c1cncc2nnc(-c3ccc(OC(F)F)cc3)n12

Standard InChI:  InChI=1S/C21H13ClF5N5O2/c22-17-12(2-1-3-14(17)21(25,26)27)8-29-19(33)15-9-28-10-16-30-31-18(32(15)16)11-4-6-13(7-5-11)34-20(23)24/h1-7,9-10,20H,8H2,(H,29,33)

Standard InChI Key:  YLYCMIJACQNNRW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3137651

   N-[[2-chloro-3-(trifluoromethyl)phenyl]methyl]-3-[4-(difluoromethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyrazine-5-carboxamide

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: 497.81

Molecular Weight (Monoisotopic): 497.0678

AlogP: 4.99

#Rotatable Bonds: 6

Polar Surface Area: 81.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.10

CX Basic pKa: 1.21

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.86

References

1. Open Source Malaria Deposition 2. http://malaria.ourexperiment.org,  [10.6019/CHEMBL3137547]

2. Tse EG, Aithani L, Anderson M, Cardoso-Silva J, Cincilla G, Conduit GJ, Galushka M, Guan D, Hallyburton I, Irwin BWJ, Kirk K, Lehane AM, Lindblom JCR, Lui R, Matthews S, McCulloch J, Motion A, Ng HL, Öeren M, Robertson MN, Spadavecchio V, Tatsis VA, van Hoorn WP, Wade AD, Whitehead TM, Willis P, Todd MH..  (2021)  An Open Drug Discovery Competition: Experimental Validation of Predictive Models in a Series of Novel Antimalarials.,  64  (22.0): [PMID:34748707] [10.1021/acs.jmedchem.1c00313]

Source

Source(2):

• Scientific Literature
• Open Source Malaria Screening