(Z)-5-(2'-Methoxybenzylidene)-2-thioxothiazolidin-4-one

ID: ALA512033

Chembl Id: CHEMBL512033

Cas Number: 73855-60-4

PubChem CID: 1206905

Max Phase: Preclinical

Molecular Formula: C11H9NO2S2

Molecular Weight: 251.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C1\SC(=S)NC1=O

Standard InChI:  InChI=1S/C11H9NO2S2/c1-14-8-5-3-2-4-7(8)6-9-10(13)12-11(15)16-9/h2-6H,1H3,(H,12,13,15)/b9-6-

Standard InChI Key:  WMOIFFNCPPXJMB-TWGQIWQCSA-N

Alternative Forms

1. Parent:

   

   ALA512033

   5-(o-Methoxybenzylidene)rhodanine

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: 251.33

Molecular Weight (Monoisotopic): 251.0075

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 38.33

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 0.75

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: -1.62

References

1. Russell AJ, Westwood IM, Crawford MH, Robinson J, Kawamura A, Redfield C, Laurieri N, Lowe ED, Davies SG, Sim E..  (2009)  Selective small molecule inhibitors of the potential breast cancer marker, human arylamine N-acetyltransferase 1, and its murine homologue, mouse arylamine N-acetyltransferase 2.,  17  (2): [PMID:19059786] [10.1016/j.bmc.2008.11.032]

2. Mendgen T, Steuer C, Klein CD..  (2012)  Privileged scaffolds or promiscuous binders: a comparative study on rhodanines and related heterocycles in medicinal chemistry.,  55  (2): [PMID:22077389] [10.1021/jm201243p]

Source

Source(1):

• Scientific Literature