4-butyl-1-(2,6-dichloro-4-ethynylphenyl)-1H-1,2,3-triazole

ID: ALA437753

PubChem CID: 11493073

Max Phase: Preclinical

Molecular Formula: C14H13Cl2N3

Molecular Weight: 294.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#Cc1cc(Cl)c(-n2cc(CCCC)nn2)c(Cl)c1

Standard InChI:  InChI=1S/C14H13Cl2N3/c1-3-5-6-11-9-19(18-17-11)14-12(15)7-10(4-2)8-13(14)16/h2,7-9H,3,5-6H2,1H3

Standard InChI Key:  HDIDQXQPKFTVHL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -0.6485  -16.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366  -16.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398  -15.7360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467  -15.4787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299  -16.1463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549  -16.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630  -15.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1872  -15.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6014  -16.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853  -16.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625  -16.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9474  -17.5718    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9482  -14.7173    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8026  -17.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141  -17.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802  -18.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916  -19.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4264  -16.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542  -16.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  5  1  1  0
 10 11  2  0
 11  6  1  0
  1  2  2  0
 11 12  1  0
  5  6  1  0
  7 13  1  0
  2 14  1  0
  6  7  2  0
 14 15  1  0
  2  3  1  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  3  4  2  0
  9 18  1  0
  8  9  2  0
 18 19  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA437753

   4-butyl-1-(2,6-dichloro-4-ethynylphenyl)-1H-1,2,3-triazole

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: 294.19

Molecular Weight (Monoisotopic): 293.0487

AlogP: 3.90

#Rotatable Bonds: 4

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.22

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -1.48

References

1. Alam MS, Huang J, Ozoe F, Matsumura F, Ozoe Y..  (2007)  Synthesis, 3D-QSAR, and docking studies of 1-phenyl-1H-1,2,3-triazoles as selective antagonists for beta3 over alpha1beta2gamma2 GABA receptors.,  15  (15): [PMID:17544280] [10.1016/j.bmc.2007.05.039]

Source

Source(1):

• Scientific Literature