2-(-5-(-3-(furan-2-yl)allylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-methylbutanoic acid

ID: ALA257359

Chembl Id: CHEMBL257359

Cas Number: 1164110-94-4

PubChem CID: 6393068

Max Phase: Preclinical

Molecular Formula: C15H15NO4S2

Molecular Weight: 337.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(C(=O)O)N1C(=O)/C(=C/C=C/c2ccco2)SC1=S

Standard InChI:  InChI=1S/C15H15NO4S2/c1-9(2)12(14(18)19)16-13(17)11(22-15(16)21)7-3-5-10-6-4-8-20-10/h3-9,12H,1-2H3,(H,18,19)/b5-3+,11-7-

Standard InChI Key:  VXDQDIVHBFUZKI-PGACXJNKSA-N

Alternative Forms

1. Parent:

   

   ALA257359

   2-[(5Z)-5-[(E)-3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-methylbutanoic acid

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: 337.42

Molecular Weight (Monoisotopic): 337.0442

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 70.75

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 0.41

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -1.21

References

1. Xie Y, Liu Y, Gong G, Rinderspacher A, Deng SX, Smith DH, Toebben U, Tzilianos E, Branden L, Vidović D, Chung C, Schürer S, Tautz L, Landry DW..  (2008)  Discovery of a novel submicromolar inhibitor of the lymphoid specific tyrosine phosphatase.,  18  (9): [PMID:18434147] [10.1016/j.bmcl.2008.03.079]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays