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

ID: ALA267802

PubChem CID: 136135851

Max Phase: Preclinical

Molecular Formula: C14H10ClN3O2

Molecular Weight: 287.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(Cl)cc1-n1nc(-c2ccccc2)nc1O

Standard InChI:  InChI=1S/C14H10ClN3O2/c15-10-6-7-12(19)11(8-10)18-14(20)16-13(17-18)9-4-2-1-3-5-9/h1-8,19H,(H,16,17,20)

Standard InChI Key:  MPTYPXUPTRAACC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  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
    3.0917   -0.8542    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
    1.7875   -0.5875    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
    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
    1.0667   -0.1750    0.0000 C   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
    1.0667    0.6583    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
    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
  2  1  1  0
  3  1  1  0
  4  3  2  0
  5  2  2  0
  6  1  1  0
  7  6  2  0
  8  6  1  0
  9  3  1  0
 10  5  1  0
 11  8  2  0
 12  7  1  0
 13 11  1  0
 14 12  1  0
 15  8  1  0
 16 10  2  0
 17 10  1  0
 18 16  1  0
 19 17  2  0
 20 19  1  0
  5  4  1  0
 13 12  2  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA267802

   ---

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: 287.71

Molecular Weight (Monoisotopic): 287.0462

AlogP: 3.00

#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: 5.99

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -1.16

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