8-Trifluoromethyl-3-cyclopropylmethyl-7-[(4-(2,4-difluorophenyl)-1-piperidinyl)methyl]-1,2,4-triazolo[4,3-a]pyridine

ID: ALA3938796

Chembl Id: CHEMBL3938796

Cas Number: 1254979-76-4

PubChem CID: 68108457

Max Phase: Preclinical

Molecular Formula: C23H23F5N4

Molecular Weight: 450.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(C2CCN(Cc3ccn4c(CC5CC5)nnc4c3C(F)(F)F)CC2)c(F)c1

Standard InChI:  InChI=1S/C23H23F5N4/c24-17-3-4-18(19(25)12-17)15-5-8-31(9-6-15)13-16-7-10-32-20(11-14-1-2-14)29-30-22(32)21(16)23(26,27)28/h3-4,7,10,12,14-15H,1-2,5-6,8-9,11,13H2

Standard InChI Key:  CRUGMDQKVDVGOQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3938796

   3-(Cyclopropylmethyl)-7-[[4-(2,4-difluorophenyl)-1-piperidinyl]methyl]-8-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyridine

2. Alternative Forms:

   

   ALA3938796

   ---

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: 450.46

Molecular Weight (Monoisotopic): 450.1843

AlogP: 5.36

#Rotatable Bonds: 5

Polar Surface Area: 33.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 4.27

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.37

References

1. Cid JM, Tresadern G, Vega JA, de Lucas AI, Del Cerro A, Matesanz E, Linares ML, García A, Iturrino L, Pérez-Benito L, Macdonald GJ, Oehlrich D, Lavreysen H, Peeters L, Ceusters M, Ahnaou A, Drinkenburg W, Mackie C, Somers M, Trabanco AA..  (2016)  Discovery of 8-Trifluoromethyl-3-cyclopropylmethyl-7-[(4-(2,4-difluorophenyl)-1-piperazinyl)methyl]-1,2,4-triazolo[4,3-a]pyridine (JNJ-46356479), a Selective and Orally Bioavailable mGlu2 Receptor Positive Allosteric Modulator (PAM).,  59  (18): [PMID:27579727] [10.1021/acs.jmedchem.6b00913]

2. Yuan G, Dhaynaut M, Guehl NJ, Afshar S, Huynh D, Moon SH, Iyengar SM, Jain MK, Pickett JE, Kang HJ, Ondrechen MJ, El Fakhri G, Normandin MD, Brownell AL..  (2022)  Design, Synthesis, and Characterization of [¹⁸F]mG2P026 as a High-Contrast PET Imaging Ligand for Metabotropic Glutamate Receptor 2.,  65  (14.0): [PMID:35802702] [10.1021/acs.jmedchem.2c00593]

Source

Source(1):

• Scientific Literature