5-[1-(2-Nitro-phenyl)-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

ID: ALA303038

Chembl Id: CHEMBL303038

Cas Number: 1784763-14-9

PubChem CID: 1380749

Max Phase: Preclinical

Molecular Formula: C10H6N2O3S2

Molecular Weight: 266.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)S/C1=C\c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C10H6N2O3S2/c13-9-8(17-10(16)11-9)5-6-3-1-2-4-7(6)12(14)15/h1-5H,(H,11,13,16)/b8-5-

Standard InChI Key:  CTTRUEBEEFZQBL-YVMONPNESA-N

Alternative Forms

1. Parent:

   

   ALA303038

   (5E)-2-mercapto-5-(2-nitrobenzylidene)-1,3-thiazol-4(5H)-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: 266.30

Molecular Weight (Monoisotopic): 265.9820

AlogP: 2.08

#Rotatable Bonds: 2

Polar Surface Area: 72.24

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 0.85

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.38

Np Likeness Score: -2.08

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. 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]

3. Jadav SS, Sinha BN, Hilgenfeld R, Pastorino B, de Lamballerie X, Jayaprakash V..  (2015)  Thiazolidone derivatives as inhibitors of chikungunya virus.,  89  [PMID:25462237] [10.1016/j.ejmech.2014.10.042]

Source

Source(1):

• Scientific Literature