2-(5-Chloro-2-hydroxy-phenyl)-5-(2-trifluoromethyl-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

ID: ALA13637

PubChem CID: 135564559

Max Phase: Preclinical

Molecular Formula: C15H9ClF3N3O2

Molecular Weight: 355.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(Cl)cc1-n1nc(-c2ccccc2C(F)(F)F)nc1O

Standard InChI:  InChI=1S/C15H9ClF3N3O2/c16-8-5-6-12(23)11(7-8)22-14(24)20-13(21-22)9-3-1-2-4-10(9)15(17,18)19/h1-7,23H,(H,20,21,24)

Standard InChI Key:  PHWHYZMFGGOJEU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.6792   -1.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -1.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5375   -0.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -0.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292    1.4500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    0.7708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125    1.9208    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -4.4167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583    0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  1  1  0
  6  1  1  0
  7  9  1  0
  8  3  1  0
  9  8  2  0
 10  6  2  0
 11  6  1  0
 12  5  1  0
 13  7  1  0
 14  7  1  0
 15  7  1  0
 16 11  2  0
 17 10  1  0
 18 16  1  0
 19 17  1  0
 20 11  1  0
 21  8  1  0
 22  9  1  0
 23 24  1  0
 24 21  2  0
  3  4  1  0
 18 17  2  0
 23 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA13637

   ---

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: 355.70

Molecular Weight (Monoisotopic): 355.0335

AlogP: 4.02

#Rotatable Bonds: 2

Polar Surface Area: 71.17

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.96

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -1.13

References

1. Hewawasam P, Erway M, Thalody G, Weiner H, Boissard CG, Gribkoff VK, Meanwell NA, Lodge N, Starrett JE..  (2002)  The synthesis and structure-activity relationships of 1,3-diaryl 1,2,4-(4H)-triazol-5-ones: a new class of calcium-dependent, large conductance, potassium (maxi-K) channel opener targeted for urge urinary incontinence.,  12  (7): [PMID:11909730] [10.1016/s0960-894x(02)00099-9]

Source

Source(1):

• Scientific Literature