(E)-5-(3-methoxybenzylidene)-3-(2-oxo-2-phenylethyl)-2-thioxothiazolidin-4-one

ID: ALA4569601

PubChem CID: 155550889

Max Phase: Preclinical

Molecular Formula: C19H15NO3S2

Molecular Weight: 369.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C2/SC(=S)N(CC(=O)c3ccccc3)C2=O)c1

Standard InChI:  InChI=1S/C19H15NO3S2/c1-23-15-9-5-6-13(10-15)11-17-18(22)20(19(24)25-17)12-16(21)14-7-3-2-4-8-14/h2-11H,12H2,1H3/b17-11+

Standard InChI Key:  GGQYNQXLESISPT-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   35.0690  -19.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8903  -19.0678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1447  -18.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4818  -17.8049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8189  -18.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5961  -19.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5931  -20.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3034  -20.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8798  -20.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5878  -19.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9264  -18.0355    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.1033  -17.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2961  -21.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0056  -21.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7199  -21.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7203  -20.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0103  -20.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3909  -18.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6837  -17.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9718  -18.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9704  -19.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6867  -19.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3956  -19.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2607  -17.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2621  -17.0464    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
  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
 20 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569601

   ---

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: 369.47

Molecular Weight (Monoisotopic): 369.0493

AlogP: 3.78

#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: 12.76

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -1.58

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