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

ID: ALA4557146

PubChem CID: 155554664

Max Phase: Preclinical

Molecular Formula: C18H12ClNO2S2

Molecular Weight: 373.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)/C(=C\c2ccccc2Cl)SC1=S)c1ccccc1

Standard InChI:  InChI=1S/C18H12ClNO2S2/c19-14-9-5-4-8-13(14)10-16-17(22)20(18(23)24-16)11-15(21)12-6-2-1-3-7-12/h1-10H,11H2/b16-10+

Standard InChI Key:  XVHBQTUMFYLJMZ-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.7191  -19.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5404  -19.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948  -18.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1277  -17.7718    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648  -18.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2462  -19.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2432  -20.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9494  -20.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5299  -20.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2338  -19.6994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5765  -18.0025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7492  -17.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9421  -21.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6516  -21.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3659  -21.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3663  -20.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562  -20.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0410  -18.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338  -17.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219  -18.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204  -19.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367  -19.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457  -19.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372  -17.0162    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
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557146

   ---

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: 373.89

Molecular Weight (Monoisotopic): 372.9998

AlogP: 4.42

#Rotatable Bonds: 4

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.76

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -1.91

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