5-(3,5-Dichloro-benzylidene)-3-ethyl-2-thioxothiazolidin-4-one

ID: ALA2062741

PubChem CID: 60150577

Max Phase: Preclinical

Molecular Formula: C12H9Cl2NOS2

Molecular Weight: 318.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C/c2cc(Cl)cc(Cl)c2)SC1=S

Standard InChI:  InChI=1S/C12H9Cl2NOS2/c1-2-15-11(16)10(18-12(15)17)5-7-3-8(13)6-9(14)4-7/h3-6H,2H2,1H3/b10-5-

Standard InChI Key:  CBCRFCCBDZNWKO-YHYXMXQVSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    8.6749  -24.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8499  -24.4630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3718  -23.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5863  -24.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814  -24.8665    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647  -25.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6161  -25.9112    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328  -23.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678  -23.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574  -24.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398  -23.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7299  -24.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376  -24.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611  -25.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680  -24.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116  -23.6613    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4721  -26.1231    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0836  -25.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  2  0
  3  4  1  0
  9 10  1  0
  4  5  1  0
 10 11  2  0
  5  6  1  0
 11 12  1  0
  6  2  1  0
 12 13  2  0
  1  2  1  0
 13 14  1  0
  6  7  2  0
 14 15  2  0
 15 10  1  0
  2  3  1  0
 12 16  1  0
  3  8  2  0
 14 17  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2062741

   (5Z)-5-[(3,5-dichlorophenyl)methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.25

Molecular Weight (Monoisotopic): 316.9503

AlogP: 4.21

#Rotatable Bonds: 2

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.60

Np Likeness Score: -2.14

References

1. Robertson MJ, Hadzic G, Ambrus J, Pomè DY, Hyde E, Whiting A, Mariana A, von Kleist L, Chau N, Haucke V, Robinson PJ, McCluskey A..  (2012)  The Rhodadyns, a New Class of Small Molecule Inhibitors of Dynamin GTPase Activity.,  3  (5): [PMID:24900478] [10.1021/ml200284s]

Source

Source(1):

• Scientific Literature