(E)-5-(2-chlorobenzylidene)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-thioxothiazolidin-4-one

ID: ALA4553751

PubChem CID: 155555688

Max Phase: Preclinical

Molecular Formula: C19H14ClNO3S2

Molecular Weight: 403.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CN2C(=O)/C(=C\c3ccccc3Cl)SC2=S)cc1

Standard InChI:  InChI=1S/C19H14ClNO3S2/c1-24-14-8-6-12(7-9-14)16(22)11-21-18(23)17(26-19(21)25)10-13-4-2-3-5-15(13)20/h2-10H,11H2,1H3/b17-10+

Standard InChI Key:  SKJLYFQQOLTGOO-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   38.9197  -25.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7411  -25.5971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9954  -24.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3283  -24.3300    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.6696  -24.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4468  -26.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4438  -26.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1542  -27.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7305  -27.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4344  -26.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7771  -24.5648    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.9540  -24.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1468  -28.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8522  -28.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5665  -28.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5669  -27.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8568  -26.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2416  -24.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5344  -24.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8225  -24.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8211  -25.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5374  -26.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2463  -25.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2774  -28.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2755  -29.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5378  -23.5743    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  1 10  2  0
  3 11  2  0
  5 12  2  0
  8 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  8  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 24  1  0
 24 25  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553751

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.91

Molecular Weight (Monoisotopic): 403.0104

AlogP: 4.43

#Rotatable Bonds: 5

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.94

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.82

References

1. Xu JF, Wang TT, Yuan Q, Duan YT, Xu YJ, Lv PC, Wang XM, Yang YS, Zhu HL..  (2019)  Discovery and development of novel rhodanine derivatives targeting enoyl-acyl carrier protein reductase.,  27  (8): [PMID:30846404] [10.1016/j.bmc.2019.02.043]

Source

Source(1):

• Scientific Literature