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

ID: ALA379717

PubChem CID: 11666402

Max Phase: Preclinical

Molecular Formula: C18H13N3O

Molecular Weight: 287.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(-n2cnnc2-c2ccc3ccccc3c2)c1

Standard InChI:  InChI=1S/C18H13N3O/c22-17-7-3-6-16(11-17)21-12-19-20-18(21)15-9-8-13-4-1-2-5-14(13)10-15/h1-12,22H

Standard InChI Key:  VVFHMZNOUZIYLJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -4.4990  -12.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296  -12.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926  -11.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218  -11.2450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1722  -12.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121  -12.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971  -13.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755  -13.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683  -13.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6873  -12.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095  -11.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954  -13.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2088  -13.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2037  -14.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859  -14.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719  -14.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7805  -13.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532  -14.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9826  -11.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588  -12.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453  -13.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397  -13.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  6  1  0
  2  6  1  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
 10 19  1  0
  9 10  1  0
 19 20  2  0
  5  1  1  0
  9 21  1  0
 10 11  2  0
 21 22  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA379717

   3-(3-Naphthalen-2-yl-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: 287.32

Molecular Weight (Monoisotopic): 287.1059

AlogP: 3.79

#Rotatable Bonds: 2

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: 1.73

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -1.04

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