(E)-N-(4-((4-oxo-3-(2-oxo-2-phenylethyl)-2-thioxothiazolidin-5-ylidene)methyl)phenyl)acetamide

ID: ALA4524771

PubChem CID: 155538508

Max Phase: Preclinical

Molecular Formula: C20H16N2O3S2

Molecular Weight: 396.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(/C=C2/SC(=S)N(CC(=O)c3ccccc3)C2=O)cc1

Standard InChI:  InChI=1S/C20H16N2O3S2/c1-13(23)21-16-9-7-14(8-10-16)11-18-19(25)22(20(26)27-18)12-17(24)15-5-3-2-4-6-15/h2-11H,12H2,1H3,(H,21,23)/b18-11+

Standard InChI Key:  LTDSTUMOKIFRPL-WOJGMQOQSA-N

Molfile:  

 
     RDKit          2D

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   40.8884  -10.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7097  -10.9207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9682  -10.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3011   -9.6536    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.6383  -10.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4155  -11.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4125  -12.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1228  -12.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6992  -12.5607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4072  -11.5853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7499   -9.8884    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.9227   -9.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1155  -13.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8250  -13.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5393  -13.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5397  -12.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8297  -12.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2103  -10.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5031   -9.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7954  -10.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7939  -10.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5061  -11.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2150  -10.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0821  -11.3653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3702  -10.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6584  -11.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3702  -10.1314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
  4  5  1  0
  5  1  1  0
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  7  9  2  0
  1 10  2  0
  3 11  2  0
  5 12  2  0
  8 13  2  0
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 15 16  1  0
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 12 18  1  0
 18 19  2  0
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 21 22  1  0
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 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524771

   ---

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: 396.49

Molecular Weight (Monoisotopic): 396.0602

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.75

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -1.74

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