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

ID: ALA208801

PubChem CID: 11645313

Max Phase: Preclinical

Molecular Formula: C20H15N3O

Molecular Weight: 313.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(-n2cnnc2-c2ccc(-c3ccccc3)cc2)c1

Standard InChI:  InChI=1S/C20H15N3O/c24-19-8-4-7-18(13-19)23-14-21-22-20(23)17-11-9-16(10-12-17)15-5-2-1-3-6-15/h1-14,24H

Standard InChI Key:  MENDTFDIUWAVMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   11.2699   -5.5010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9400   -5.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6766   -4.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8468   -4.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5960   -5.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6582   -5.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6731   -6.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3954   -6.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1032   -6.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0842   -5.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3614   -4.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2735   -6.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5595   -6.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5646   -7.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2830   -7.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9977   -7.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9891   -6.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7170   -7.9581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8249   -6.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8410   -7.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5638   -7.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2711   -7.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2509   -6.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5276   -6.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  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
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA208801

   1-[3-(4-Biphenyl)-(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: 313.36

Molecular Weight (Monoisotopic): 313.1215

AlogP: 4.31

#Rotatable Bonds: 3

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: 4.14

CX LogD: 4.14

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.01

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