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

ID: ALA4521503

PubChem CID: 155542700

Max Phase: Preclinical

Molecular Formula: C19H15NO3S2

Molecular Weight: 369.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C1/SC(=S)N(CC(=O)c2ccccc2)C1=O

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

Standard InChI Key:  IOGIRNMUXGNUEP-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   25.1761  -18.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9933  -18.8780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2476  -18.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5847  -17.6191    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.9259  -18.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6949  -19.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6919  -20.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3981  -20.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9827  -20.5097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6949  -19.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0252  -17.8498    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.2145  -17.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3908  -21.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0961  -21.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8063  -21.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8067  -20.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1008  -20.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5062  -18.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8031  -17.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0954  -18.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0939  -18.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8061  -19.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5109  -18.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8065  -16.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5159  -16.4620    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
 19 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521503

   ---

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: -1.57

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