(E)-7-((4-chlorophenyl)diazenyl)-1H-benzo[d][1,2,3]triazol-6-ol

ID: ALA3736090

PubChem CID: 137189792

Max Phase: Preclinical

Molecular Formula: C12H8ClN5O

Molecular Weight: 273.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2nn[nH]c2c1/N=N/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C12H8ClN5O/c13-7-1-3-8(4-2-7)14-16-12-10(19)6-5-9-11(12)17-18-15-9/h1-6,19H,(H,15,17,18)/b16-14+

Standard InChI Key:  ZPDHRKGTEYMDQZ-JQIJEIRASA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971   -3.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -3.7700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878   -5.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824   -6.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -7.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2702   -8.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756   -7.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844   -6.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2632   -9.4708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3736090

   ---

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: 273.68

Molecular Weight (Monoisotopic): 273.0417

AlogP: 3.73

#Rotatable Bonds: 2

Polar Surface Area: 86.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.03

CX Basic pKa: 0.63

CX LogP: 4.01

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -1.12

References

1. Loddo R, Novelli F, Sparatore A, Tasso B, Tonelli M, Boido V, Sparatore F, Collu G, Delogu I, Giliberti G, La Colla P..  (2015)  Antiviral activity of benzotriazole derivatives. 5-[4-(Benzotriazol-2-yl)phenoxy]-2,2-dimethylpentanoic acids potently and selectively inhibit Coxsackie Virus B5.,  23  (21): [PMID:26443549] [10.1016/j.bmc.2015.09.035]

Source

Source(1):

• Scientific Literature