8-Chloro-3-cyclopropylmethyl-7-[3-fluoro-4-(cyclopropylamino)phenyl][1,2,4]triazolo[4,3-a]pyridine

ID: ALA4089416

Chembl Id: CHEMBL4089416

PubChem CID: 66785027

Max Phase: Preclinical

Molecular Formula: C19H18ClFN4

Molecular Weight: 356.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cc(-c2ccn3c(CC4CC4)nnc3c2Cl)ccc1NC1CC1

Standard InChI:  InChI=1S/C19H18ClFN4/c20-18-14(12-3-6-16(15(21)10-12)22-13-4-5-13)7-8-25-17(9-11-1-2-11)23-24-19(18)25/h3,6-8,10-11,13,22H,1-2,4-5,9H2

Standard InChI Key:  VKSZVIKJHUIIQE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4089416

   4-[8-chloro-3-(cyclopropylmethyl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl]-N-cyclopropyl-2-fluoroaniline

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: 356.83

Molecular Weight (Monoisotopic): 356.1204

AlogP: 4.72

#Rotatable Bonds: 5

Polar Surface Area: 42.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.36

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.43

References

1. Doornbos MLJ, Cid JM, Haubrich J, Nunes A, van de Sande JW, Vermond SC, Mulder-Krieger T, Trabanco AA, Ahnaou A, Drinkenburg WH, Lavreysen H, Heitman LH, IJzerman AP, Tresadern G..  (2017)  Discovery and Kinetic Profiling of 7-Aryl-1,2,4-triazolo[4,3-a]pyridines: Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 2.,  60  (15): [PMID:28704052] [10.1021/acs.jmedchem.7b00669]

Source

Source(1):

• Scientific Literature