tert-Butyl-4-[1-pyridin-4-yl-1 H-1,2,3-triazol-4-yl]-3,6-dihydropyridine-1(2H)-carboxylate

ID: ALA457873

PubChem CID: 44588462

Max Phase: Preclinical

Molecular Formula: C17H21N5O2

Molecular Weight: 327.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CC=C(c2cn(-c3ccncc3)nn2)CC1

Standard InChI:  InChI=1S/C17H21N5O2/c1-17(2,3)24-16(23)21-10-6-13(7-11-21)15-12-22(20-19-15)14-4-8-18-9-5-14/h4-6,8-9,12H,7,10-11H2,1-3H3

Standard InChI Key:  YZMQBHNRNAXMLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.2848   -3.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992   -3.3046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -3.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -4.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992   -4.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2848   -4.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992   -2.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2848   -2.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992   -5.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3318   -6.2645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -7.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117   -7.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -6.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8966   -7.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171   -7.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020   -8.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665   -9.0515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460   -9.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611   -8.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -2.0671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -0.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5387   -1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  1  0
 13  9  2  0
  5  9  1  0
  2  7  1  0
 14 15  2  0
  1  2  1  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  9 10  1  0
 17 18  1  0
  1  6  1  0
 18 19  2  0
 19 14  1  0
 12 14  1  0
  2  3  1  0
  7 20  1  0
  3  4  1  0
 20 21  1  0
  4  5  1  0
 21 22  1  0
  5  6  2  0
 21 23  1  0
 10 11  2  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA457873

   tert-butyl 4-[1-(pyridin-4-yl)-1H-[1,2,3]triazol-4-yl]-1,2,3,6-tetrahydropyridine-1-carboxylate

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: 327.39

Molecular Weight (Monoisotopic): 327.1695

AlogP: 2.69

#Rotatable Bonds: 2

Polar Surface Area: 73.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.78

CX LogP: 2.12

CX LogD: 2.04

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -1.61

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]

Source

Source(1):

• Scientific Literature