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

ID: ALA209152

PubChem CID: 11537712

Max Phase: Preclinical

Molecular Formula: C22H20N4O

Molecular Weight: 356.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nnc(-c2cccc(-c3ccccc3)c2)n1-c1cccc(O)c1

Standard InChI:  InChI=1S/C22H20N4O/c1-25(2)22-24-23-21(26(22)19-12-7-13-20(27)15-19)18-11-6-10-17(14-18)16-8-4-3-5-9-16/h3-15,27H,1-2H3

Standard InChI Key:  LUUHHLNGWSPYFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.1525  -18.4798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223  -17.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5591  -17.2009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295  -17.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790  -17.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401  -18.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551  -19.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2771  -19.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9846  -19.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656  -18.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430  -17.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1561  -19.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424  -19.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475  -20.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1656  -20.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800  -20.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714  -19.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5990  -20.9358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6679  -17.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3925  -18.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0970  -17.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0783  -17.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3491  -16.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6475  -17.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6959  -18.2592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784  -17.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5303  -19.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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 10  1  0
 19 20  2  0
  5  1  1  0
 20 21  1  0
 10 11  2  0
 21 22  2  0
 11  6  1  0
 22 23  1  0
  2  6  1  0
 23 24  2  0
 24 19  1  0
 10 19  1  0
  2  3  2  0
  5 25  1  0
 25 26  1  0
 12 13  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA209152

   3-[3-(Dimethylamino)-5-(3-phenylphenyl)-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: 356.43

Molecular Weight (Monoisotopic): 356.1637

AlogP: 4.37

#Rotatable Bonds: 4

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: 2.27

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.98

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