(E)-3-(2-oxo-2-phenylethyl)-2-thioxo-5-(3,4,5-trimethoxybenzylidene)thiazolidin-4-one

ID: ALA4552935

PubChem CID: 155556087

Max Phase: Preclinical

Molecular Formula: C21H19NO5S2

Molecular Weight: 429.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2/SC(=S)N(CC(=O)c3ccccc3)C2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H19NO5S2/c1-25-16-9-13(10-17(26-2)19(16)27-3)11-18-20(24)22(21(28)29-18)12-15(23)14-7-5-4-6-8-14/h4-11H,12H2,1-3H3/b18-11+

Standard InChI Key:  IBBHJVAXOWNKEK-WOJGMQOQSA-N

Molfile:  

 
     RDKit          2D

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   43.8559  -18.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1103  -17.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4432  -17.2559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.7844  -17.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5617  -18.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5587  -19.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2690  -20.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8453  -20.1630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5493  -19.1835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.8919  -17.4866    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.0688  -17.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2617  -20.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9670  -21.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6814  -20.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6818  -20.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9717  -19.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3565  -17.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6493  -17.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9374  -17.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9359  -18.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6522  -18.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3612  -18.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2263  -17.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2241  -18.9636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6541  -19.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2277  -16.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5122  -18.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9432  -20.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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  5  1  1  0
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  6  7  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
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 24  1  0
 21 25  1  0
 22 26  1  0
 24 27  1  0
 25 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552935

   ---

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: 429.52

Molecular Weight (Monoisotopic): 429.0705

AlogP: 3.80

#Rotatable Bonds: 7

Polar Surface Area: 65.07

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.76

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -1.13

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