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

ID: ALA211673

PubChem CID: 10150089

Max Phase: Preclinical

Molecular Formula: C21H26N4O

Molecular Weight: 350.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-n2c(-c3ccc(C(C)(C)C)cc3)nnc2N(C)C)c1

Standard InChI:  InChI=1S/C21H26N4O/c1-21(2,3)16-12-10-15(11-13-16)19-22-23-20(24(4)5)25(19)17-8-7-9-18(14-17)26-6/h7-14H,1-6H3

Standard InChI Key:  KMHZSWOKFAORBT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   11.0468  -12.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7163  -12.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4532  -11.2342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6241  -11.2408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3736  -12.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4338  -12.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4487  -13.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1703  -13.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8775  -13.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8585  -12.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1364  -11.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0504  -13.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3371  -13.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422  -14.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0599  -14.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7740  -14.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7654  -13.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4926  -14.9673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6005  -13.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0083  -12.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1833  -14.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3214  -14.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2028  -14.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5909  -12.2920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9737  -11.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -13.1002    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
  9 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
 11  6  1  0
 18 23  1  0
  2  6  1  0
  5 24  1  0
  2  3  2  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA211673

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

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: 350.47

Molecular Weight (Monoisotopic): 350.2107

AlogP: 4.31

#Rotatable Bonds: 4

Polar Surface Area: 43.18

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.31

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.56

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