1-{3-[4-(tert-butyl) phenyl]-5-N,N-dimethylamino-(1,2,4-triazol-4-yl)}-3-phenol

ID: ALA377904

PubChem CID: 10308746

Max Phase: Preclinical

Molecular Formula: C20H24N4O

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nnc(-c2ccc(C(C)(C)C)cc2)n1-c1cccc(O)c1

Standard InChI:  InChI=1S/C20H24N4O/c1-20(2,3)15-11-9-14(10-12-15)18-21-22-19(23(4)5)24(18)16-7-6-8-17(25)13-16/h6-13,25H,1-5H3

Standard InChI Key:  XXDJNJPGLULDCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.7260  -23.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3954  -23.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324  -22.3008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032  -22.3075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0528  -23.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1129  -23.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1279  -24.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495  -24.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8155  -23.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296  -24.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162  -24.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0213  -25.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7391  -26.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531  -25.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445  -24.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377  -23.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557  -24.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718  -26.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2793  -24.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875  -23.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625  -25.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0007  -25.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701  -23.3586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471  -22.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046  -24.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
 15 10  1  0
  1 10  1  0
  7  8  1  0
  8 17  2  0
 16 17  1  0
  3  4  1  0
 14 18  1  0
 16  9  2  0
 17 19  1  0
  9  6  1  0
 19 20  1  0
  2  6  1  0
 19 21  1  0
  4  5  2  0
 19 22  1  0
  5  1  1  0
  5 23  1  0
 10 11  2  0
 23 24  1  0
  2  3  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA377904

   3-[3-(4-Tert-butylphenyl)-5-(dimethylamino)-1,2,4-triazol-4-yl]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: 336.44

Molecular Weight (Monoisotopic): 336.1950

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 54.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.99

CX Basic pKa: 2.31

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.23

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