SID26661469

ID: ALA1383632

PubChem CID: 16412603

Max Phase: Preclinical

Molecular Formula: C23H20N2O4S2

Molecular Weight: 452.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc[n+](C2=C([N-]S(=O)(=O)c3cccs3)C(=O)c3ccccc3C2=O)cc1

Standard InChI:  InChI=1S/C23H20N2O4S2/c1-23(2,3)15-10-12-25(13-11-15)20-19(24-31(28,29)18-9-6-14-30-18)21(26)16-7-4-5-8-17(16)22(20)27/h4-14H,1-3H3

Standard InChI Key:  ZBTKOIIDPFROGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -2.3401    1.4217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.7316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112   -1.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112    1.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1651    1.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    1.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401   -1.0533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    0.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112   -1.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9112    0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    2.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178   -1.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401   -1.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0546   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7690   -1.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0546   -2.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7690   -1.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4835   -2.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980   -2.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960   -1.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  1  6  2  0
  1  8  1  0
  1 15  1  0
  2 15  1  0
  2 27  1  0
  3 11  2  0
  4 12  2  0
  7  9  1  0
  7 18  2  0
  7 19  1  0
  8 10  1  0
  9 10  2  0
  9 11  1  0
 10 12  1  0
 11 13  1  0
 12 14  1  0
 13 14  1  0
 13 16  2  0
 14 17  2  0
 15 25  2  0
 16 21  1  0
 17 22  1  0
 18 23  1  0
 19 24  2  0
 20 23  2  0
 20 24  1  0
 20 26  1  0
 21 22  2  0
 25 28  1  0
 26 29  1  0
 26 30  1  0
 26 31  1  0
 27 28  2  0
M  CHG  2   7   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1383632

   (3Z)-2-(4-tert-butyl-1-pyridin-1-iumyl)-4-oxo-3-thiophen-2-ylsulfonylimino-1-naphthalenolate

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: 452.56

Molecular Weight (Monoisotopic): 452.0864

AlogP: 4.34

#Rotatable Bonds: 4

Polar Surface Area: 86.26

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.41

CX Basic pKa: ┄

CX LogP: -0.46

CX LogD: -0.50

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -0.72

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays