4-[1-(2-Fuluoropyridine-3-yl)-5-methyl-1H-1,2,3-triazol-4-yl]-N-isopropyl-N-methyl-3,6-dihydropyridine-1(2H)-carboxamide

ID: ALA502882

Cas Number: 873551-53-2

PubChem CID: 11245287

Product Number: F288677, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H23FN6O

Molecular Weight: 358.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C2=CCN(C(=O)N(C)C(C)C)CC2)nnn1-c1cccnc1F

Standard InChI:  InChI=1S/C18H23FN6O/c1-12(2)23(4)18(26)24-10-7-14(8-11-24)16-13(3)25(22-21-16)15-6-5-9-20-17(15)19/h5-7,9,12H,8,10-11H2,1-4H3

Standard InChI Key:  CJTLKLBSIFQKNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -3.7637  -15.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439  -15.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400  -14.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7520  -13.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4751  -15.0132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4717  -14.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221  -13.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426  -14.0521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449  -13.3940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170  -12.7174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064  -12.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9644  -12.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474  -11.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4359  -11.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659  -11.0060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063  -10.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863  -11.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1036  -12.4089    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922  -15.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9040  -15.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973  -16.2462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8989  -14.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6289  -15.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3337  -14.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6321  -16.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
 10 11  1  0
 13 14  1  0
  2  3  1  0
 14 15  2  0
 15 16  1  0
  8  9  2  0
 16 17  2  0
  3  4  2  0
 17 18  1  0
 18 13  2  0
 10 13  1  0
  4  6  1  0
 14 19  1  0
  5  6  1  0
  5 20  1  0
  7  8  1  0
 20 21  1  0
  9 10  1  0
 20 22  2  0
 11  7  2  0
 21 23  1  0
  3  7  1  0
 21 24  1  0
  1  2  1  0
 24 25  1  0
 11 12  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA502882

   FTIDC

2. Alternative Forms:

   

   ALA502882

   4-[1-(2-(18F)fluoranylpyridin-3-yl)-5-methyltriazol-4-yl]-N-methyl-N-propan-2-yl-3,6-dihydro-2H-pyridine-1-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: 358.42

Molecular Weight (Monoisotopic): 358.1917

AlogP: 2.66

#Rotatable Bonds: 3

Polar Surface Area: 67.15

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.09

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -1.69

References

1. Ito S, Satoh A, Nagatomi Y, Hirata Y, Suzuki G, Kimura T, Satow A, Maehara S, Hikichi H, Hata M, Kawamoto H, Ohta H..  (2008)  Discovery and biological profile of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist.,  16  (22): [PMID:18849168] [10.1016/j.bmc.2008.09.060]

2. Ito S, Hirata Y, Nagatomi Y, Satoh A, Suzuki G, Kimura T, Satow A, Maehara S, Hikichi H, Hata M, Ohta H, Kawamoto H..  (2009)  Discovery and biological profile of isoindolinone derivatives as novel metabotropic glutamate receptor 1 antagonists: a potential treatment for psychotic disorders.,  19  (18): [PMID:19692242] [10.1016/j.bmcl.2009.07.145]

3.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

4. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

5. EUbOPEN.  (2023)  GPCR results for EUbOPEN Chemogenomics Library 3,  [10.6019/CHEMBL5209801]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library