1-[(4-Methylphenyl)sulfonyl]-4-nitro-1H-benzotriazole

ID: ALA4087693

PubChem CID: 137644622

Max Phase: Preclinical

Molecular Formula: C13H10N4O4S

Molecular Weight: 318.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)n2nnc3c([N+](=O)[O-])cccc32)cc1

Standard InChI:  InChI=1S/C13H10N4O4S/c1-9-5-7-10(8-6-9)22(20,21)16-11-3-2-4-12(17(18)19)13(11)14-15-16/h2-8H,1H3

Standard InChI Key:  CQXZBUPBRPBBPM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    8.6754  -12.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6796  -11.2302    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9698  -11.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299  -10.4538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9080   -9.7969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4295   -9.1321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6545   -9.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6550  -10.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -8.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373   -9.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396  -10.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9467  -10.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9474   -8.1579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403   -7.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6539   -7.7509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4795  -11.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7292  -12.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5273  -12.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0757  -11.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8256  -10.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0256  -10.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8779  -11.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  8 12  2  0
  7  9  2  0
 13 14  2  0
 13 15  1  0
  9 13  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 19 22  1  0
  2 16  1  0
  4  2  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4087693

   ---

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: 318.31

Molecular Weight (Monoisotopic): 318.0423

AlogP: 1.88

#Rotatable Bonds: 3

Polar Surface Area: 107.99

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: -1.93

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