SID49816152

ID: ALA1544008

PubChem CID: 16422064

Max Phase: Preclinical

Molecular Formula: C18H20N2O6S2

Molecular Weight: 424.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C1\SC(=O)N(CC(=O)N(C)C2CCS(=O)(=O)C2)C1=O

Standard InChI:  InChI=1S/C18H20N2O6S2/c1-19(13-7-8-28(24,25)11-13)16(21)10-20-17(22)15(27-18(20)23)9-12-5-3-4-6-14(12)26-2/h3-6,9,13H,7-8,10-11H2,1-2H3/b15-9-

Standard InChI Key:  YOBHAGQTHJDQDL-DHDCSXOGSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    0.4768   -3.3713    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7660   -1.4823    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3622   -5.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -2.4461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125   -2.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775   -2.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7427   -3.9143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8686   -3.4193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -4.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5630   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302   -3.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3535   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -4.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -3.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775   -4.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1785   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4334   -1.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920   -3.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064   -4.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2041   -4.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064   -2.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4209   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4209   -3.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775   -2.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 13  1  0
  2  6  2  0
  2  7  2  0
  2 18  1  0
  2 21  1  0
  3 11  2  0
  4 13  2  0
  5 16  2  0
  8 22  1  0
  8 28  1  0
  9 11  1  0
  9 13  1  0
  9 15  1  0
 10 14  1  0
 10 16  1  0
 10 24  1  0
 11 12  1  0
 12 17  2  0
 14 18  1  0
 14 20  1  0
 15 16  1  0
 17 19  1  0
 19 22  1  0
 19 23  2  0
 20 21  1  0
 22 25  2  0
 23 26  1  0
 25 27  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1544008

   N-(1,1-dioxothiolan-3-yl)-2-[(5Z)-5-[(2-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-methylacetamide

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: 424.50

Molecular Weight (Monoisotopic): 424.0763

AlogP: 1.38

#Rotatable Bonds: 5

Polar Surface Area: 101.06

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.19

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -2.24

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays