1-{3-[3-(tert-butyl) phenyl]-(1,2,4-triazol-4-yl)]-3-phenol

ID: ALA377340

PubChem CID: 10214859

Max Phase: Preclinical

Molecular Formula: C18H19N3O

Molecular Weight: 293.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(-c2nncn2-c2cccc(O)c2)c1

Standard InChI:  InChI=1S/C18H19N3O/c1-18(2,3)14-7-4-6-13(10-14)17-20-19-12-21(17)15-8-5-9-16(22)11-15/h4-12,22H,1-3H3

Standard InChI Key:  ADWNAWYRPYHKKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.5177    0.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871    1.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    2.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0949    2.0300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445    1.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9046    0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9195    0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3484    0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3293    0.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072    1.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8079   -0.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8130   -1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307   -1.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448   -1.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362   -0.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -1.6964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340    1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4923    0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5731    2.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7213    1.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  6  1  0
  2  6  1  0
  2  3  2  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
  7  8  1  0
 15 16  1  0
  3  4  1  0
 16 17  2  0
 17 12  1  0
  1 12  1  0
  8  9  2  0
 16 18  1  0
  4  5  2  0
 10 19  1  0
  9 10  1  0
 19 20  1  0
  5  1  1  0
 19 21  1  0
 10 11  2  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA377340

   1-{3-[3-(Tert-butyl) phenyl]-(1,2,4-triazol-4-yl)}-3-phenol

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: 293.37

Molecular Weight (Monoisotopic): 293.1528

AlogP: 3.94

#Rotatable Bonds: 2

Polar Surface Area: 50.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.02

CX Basic pKa: 1.74

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.37

References

1. Zhang Q, Keenan SM, Peng Y, Nair AC, Yu SJ, Howells RD, Welsh WJ..  (2006)  Discovery of novel triazole-based opioid receptor antagonists.,  49  (14): [PMID:16821764] [10.1021/jm0601250]

Source

Source(1):

• Scientific Literature