(E)-5-(4-bromobenzylidene)-3-(2-(4-methoxyphenyl)-2-oxoethyl)-2-thioxothiazolidin-4-one

ID: ALA4555877

PubChem CID: 155557034

Max Phase: Preclinical

Molecular Formula: C19H14BrNO3S2

Molecular Weight: 448.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CN2C(=O)/C(=C\c3ccc(Br)cc3)SC2=S)cc1

Standard InChI:  InChI=1S/C19H14BrNO3S2/c1-24-15-8-4-13(5-9-15)16(22)11-21-18(23)17(26-19(21)25)10-12-2-6-14(20)7-3-12/h2-10H,11H2,1H3/b17-10+

Standard InChI Key:  GFEDTVSZLDGHTN-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   21.6679  -26.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4892  -26.5546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7477  -25.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0806  -25.2917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4178  -25.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1950  -26.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1920  -27.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9023  -28.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4787  -28.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1867  -27.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5294  -25.5223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7022  -25.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8950  -29.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6045  -29.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3188  -29.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3192  -28.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6091  -27.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9898  -25.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2867  -25.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5749  -25.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5734  -26.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2897  -27.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9945  -26.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0297  -29.4391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0278  -30.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8616  -26.9993    0.0000 Br  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
 15 24  1  0
 24 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555877

   ---

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: 448.36

Molecular Weight (Monoisotopic): 446.9598

AlogP: 4.54

#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: 12.94

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: -1.55

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