5-[(E)-3-(5-Nitro-furan-2-yl)-prop-2-en-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

ID: ALA69612

Chembl Id: CHEMBL69612

Cas Number: 27464-57-9

PubChem CID: 5335985

Max Phase: Preclinical

Molecular Formula: C10H6N2O4S2

Molecular Weight: 282.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)S/C1=C\C=C\c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C10H6N2O4S2/c13-9-7(18-10(17)11-9)3-1-2-6-4-5-8(16-6)12(14)15/h1-5H,(H,11,13,17)/b2-1+,7-3-

Standard InChI Key:  VGDGBMXDKZEVTF-YDCWOTKKSA-N

Alternative Forms

1. Parent:

   

   ALA69612

   (5Z)-5-[(2E)-3-(5-nitro-2-furyl)prop-2-enylidene]-2-thioxo-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: 282.30

Molecular Weight (Monoisotopic): 281.9769

AlogP: 2.23

#Rotatable Bonds: 3

Polar Surface Area: 85.38

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.94

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.40

Np Likeness Score: -1.66

References

1. Grant EB, Guiadeen D, Baum EZ, Foleno BD, Jin H, Montenegro DA, Nelson EA, Bush K, Hlasta DJ..  (2000)  The synthesis and SAR of rhodanines as novel class C beta-lactamase inhibitors.,  10  (19): [PMID:11012024] [10.1016/s0960-894x(00)00444-3]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays