5-(5-(2-chlorobenzyl)-2-hydroxybenzylidene)-3-ethyl-2-thioxothiazolidin-4-one

ID: ALA592183

Chembl Id: CHEMBL592183

PubChem CID: 2299161

Max Phase: Preclinical

Molecular Formula: C19H16ClNO2S2

Molecular Weight: 389.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C/c2cc(Cc3ccccc3Cl)ccc2O)SC1=S

Standard InChI:  InChI=1S/C19H16ClNO2S2/c1-2-21-18(23)17(25-19(21)24)11-14-10-12(7-8-16(14)22)9-13-5-3-4-6-15(13)20/h3-8,10-11,22H,2,9H2,1H3/b17-11-

Standard InChI Key:  ROHQDSVKFWJZIR-BOPFTXTBSA-N

Alternative Forms

1. Parent:

   

   ALA592183

   (5Z)-5-[[5-[(2-chlorophenyl)methyl]-2-hydroxyphenyl]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: 389.93

Molecular Weight (Monoisotopic): 389.0311

AlogP: 4.86

#Rotatable Bonds: 4

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.22

CX Basic pKa: ┄

CX LogP: 5.71

CX LogD: 5.71

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -1.49

References

1. Fan C, Clay MD, Deyholos MK, Vederas JC..  (2010)  Exploration of inhibitors for diaminopimelate aminotransferase.,  18  (6): [PMID:20185317] [10.1016/j.bmc.2010.02.001]

Source

Source(1):

• Scientific Literature