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

ID: ALA377357

PubChem CID: 11660069

Max Phase: Preclinical

Molecular Formula: C20H24N4O

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nnc(-c2cccc(C(C)(C)C)c2)n1-c1cccc(O)c1

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

Standard InChI Key:  LSXXGRSRXNOSOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -3.5907  -18.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212  -17.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1843  -17.0258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0134  -17.0325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2639  -17.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037  -18.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888  -19.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672  -19.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600  -19.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7790  -18.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011  -17.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5871  -19.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004  -19.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2953  -20.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776  -20.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8635  -20.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8721  -19.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449  -20.7589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0466  -18.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6612  -17.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121  -18.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743  -17.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333  -18.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917  -17.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364  -17.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5 19  1  0
  9 10  1  0
 19 20  1  0
  5  1  1  0
 19 21  1  0
 10 11  2  0
 10 22  1  0
 11  6  1  0
 22 23  1  0
  2  6  1  0
 22 24  1  0
  2  3  2  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA377357

   3-[3-(3-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: 2.28

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.26

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