SID24837215

ID: ALA2000517

PubChem CID: 5680788

Max Phase: Preclinical

Molecular Formula: C20H14N2O4S2

Molecular Weight: 410.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(Nc2ccc(O)cc2)=C/C(=N/S(=O)(=O)c2cccs2)c2ccccc21

Standard InChI:  InChI=1S/C20H14N2O4S2/c23-14-9-7-13(8-10-14)21-18-12-17(15-4-1-2-5-16(15)20(18)24)22-28(25,26)19-6-3-11-27-19/h1-12,21,23H/b22-17-

Standard InChI Key:  YXKCWSSSTBYFQS-XLNRJJMWSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -0.6185   -2.8726    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822   -4.1055    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -3.5870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2060   -2.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3330    0.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    3.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3330   -2.4601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    0.0149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3330   -1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3330    0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475   -0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959   -3.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959   -1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -2.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104   -0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -4.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -3.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4764    1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475    1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4764    2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475    2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7619    2.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1  7  1  0
  1 15  1  0
  2 15  1  0
  2 22  1  0
  5 12  2  0
  6 28  1  0
  7 10  2  0
  8 13  1  0
  8 19  1  0
  9 10  1  0
  9 11  1  0
  9 16  2  0
 10 14  1  0
 11 12  1  0
 11 17  2  0
 12 13  1  0
 13 14  2  0
 15 18  2  0
 16 20  1  0
 17 21  1  0
 18 23  1  0
 19 24  2  0
 19 25  1  0
 20 21  2  0
 22 23  2  0
 24 26  1  0
 25 27  2  0
 26 28  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2000517

   (NZ)-N-[3-(4-hydroxyanilino)-4-oxonaphthalen-1-ylidene]thiophene-2-sulfonamide

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: 410.48

Molecular Weight (Monoisotopic): 410.0395

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 95.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.03

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.97

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays