(4-Nitro-1H-benzotriazol-1-yl)(phenyl)methanone

ID: ALA4077194

PubChem CID: 137650737

Max Phase: Preclinical

Molecular Formula: C13H8N4O3

Molecular Weight: 268.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)n1nnc2c([N+](=O)[O-])cccc21

Standard InChI:  InChI=1S/C13H8N4O3/c18-13(9-5-2-1-3-6-9)16-10-7-4-8-11(17(19)20)12(10)14-15-16/h1-8H

Standard InChI Key:  WDXSMYARODRWBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.4786  -11.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9303  -12.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2769  -11.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8251  -11.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6234  -11.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8775  -12.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3293  -12.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5310  -12.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2286  -10.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7050  -10.1575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2294   -9.4980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4479   -9.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4474  -10.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7432   -9.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0339   -9.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0333  -10.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7421  -10.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7438   -8.5259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0349   -8.1168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4490   -8.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  1  3  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
  9 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 13 17  2  0
 12 14  2  0
 18 19  2  0
 18 20  1  0
 14 18  1  0
  1  9  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4077194

   ---

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: 268.23

Molecular Weight (Monoisotopic): 268.0596

AlogP: 2.03

#Rotatable Bonds: 2

Polar Surface Area: 90.92

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -1.73

References

1. Singh D, Silakari O..  (2017)  Facile alkylation of 4-nitrobenzotriazole and its platelet aggregation inhibitory activity.,  25  (20): [PMID:28789912] [10.1016/j.bmc.2017.07.045]

Source

Source(1):

• Scientific Literature