(R)-(2-chloro-3-(trifluoromethyl)phenyl)(8-phenyl-3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanone

ID: ALA4077415

Chembl Id: CHEMBL4077415

PubChem CID: 118950451

Max Phase: Preclinical

Molecular Formula: C20H13ClF6N4O

Molecular Weight: 474.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(C(F)(F)F)c1Cl)N1CCn2c(nnc2C(F)(F)F)[C@H]1c1ccccc1

Standard InChI:  InChI=1S/C20H13ClF6N4O/c21-14-12(7-4-8-13(14)19(22,23)24)17(32)30-9-10-31-16(28-29-18(31)20(25,26)27)15(30)11-5-2-1-3-6-11/h1-8,15H,9-10H2/t15-/m1/s1

Standard InChI Key:  OJHQUOGNBLXVTC-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA4077415

   ---

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: 474.79

Molecular Weight (Monoisotopic): 474.0682

AlogP: 5.21

#Rotatable Bonds: 2

Polar Surface Area: 51.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.49

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.35

References

1. Chrovian CC, Soyode-Johnson A, Peterson AA, Gelin CF, Deng X, Dvorak CA, Carruthers NI, Lord B, Fraser I, Aluisio L, Coe KJ, Scott B, Koudriakova T, Schoetens F, Sepassi K, Gallacher DJ, Bhattacharya A, Letavic MA..  (2018)  A Dipolar Cycloaddition Reaction To Access 6-Methyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridines Enables the Discovery Synthesis and Preclinical Profiling of a P2X7 Antagonist Clinical Candidate.,  61  (1): [PMID:29211470] [10.1021/acs.jmedchem.7b01279]

2. Rech JC, Bhattacharya A, Letavic MA, Savall BM..  (2016)  The evolution of P2X7 antagonists with a focus on CNS indications.,  26  (16): [PMID:27426304] [10.1016/j.bmcl.2016.06.048]

Source

Source(1):

• Scientific Literature