SID85271709

ID: ALA1511981

PubChem CID: 3292268

Max Phase: Preclinical

Molecular Formula: C21H18N4O6S2

Molecular Weight: 486.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(C=NNc2ccc(S(=O)(=O)Nc3ccccc3C(=O)O)cc2[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C21H18N4O6S2/c1-32-15-8-6-14(7-9-15)13-22-23-19-11-10-16(12-20(19)25(28)29)33(30,31)24-18-5-3-2-4-17(18)21(26)27/h2-13,23-24H,1H3,(H,26,27)

Standard InChI Key:  MYWXTSYJNKOSOK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.9178    1.2314    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4901   -4.9561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    1.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928    1.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7743   -0.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612    0.8189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322    0.8189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    2.0564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -1.2436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -2.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -2.4811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    0.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178   -1.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322    2.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    2.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322    3.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612    2.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467    3.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612    3.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -3.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -4.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612   -3.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7756   -4.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0612   -4.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7756   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4901   -5.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1  9  1  0
  1 13  1  0
  2 30  1  0
  2 33  1  0
  5 10  1  0
  6 10  2  0
  7 22  2  0
  8 22  1  0
  9 17  1  0
 10 14  1  0
 12 11  1  0
 11 16  1  0
 12 26  2  3
 13 15  1  0
 13 18  2  0
 14 15  2  0
 14 16  1  0
 16 20  2  0
 17 19  1  0
 17 21  2  0
 18 20  1  0
 19 22  1  0
 19 23  2  0
 21 24  1  0
 23 25  1  0
 24 25  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 28 31  1  0
 29 32  2  0
 30 31  2  0
 30 32  1  0
M  CHG  2   5  -1  10   1
M  END

Alternative Forms

1. Parent:

   

   ALA1511981

   CID 3292268

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: 486.53

Molecular Weight (Monoisotopic): 486.0668

AlogP: 4.26

#Rotatable Bonds: 9

Polar Surface Area: 151.00

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: 3.61

CX LogP: 4.59

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: -1.94

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays