4-chloro-3-(5-((2,4-dioxo-3-(2-oxo-2-(p-tolylamino)ethyl)thiazolidin-5-ylidene)methyl)furan-2-yl)benzoic acid

ID: ALA4452232

Chembl Id: CHEMBL4452232

PubChem CID: 1796705

Max Phase: Preclinical

Molecular Formula: C24H17ClN2O6S

Molecular Weight: 496.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)CN2C(=O)S/C(=C\c3ccc(-c4cc(C(=O)O)ccc4Cl)o3)C2=O)cc1

Standard InChI:  InChI=1S/C24H17ClN2O6S/c1-13-2-5-15(6-3-13)26-21(28)12-27-22(29)20(34-24(27)32)11-16-7-9-19(33-16)17-10-14(23(30)31)4-8-18(17)25/h2-11H,12H2,1H3,(H,26,28)(H,30,31)/b20-11-

Standard InChI Key:  DIKLBWZYGAQLJD-JAIQZWGSSA-N

Alternative Forms

1. Parent:

   

   ALA4452232

   4-chloro-3-[5-[(Z)-[3-[2-(4-methylanilino)-2-oxo-ethyl]-2,4-dioxo-thiazolidin-5-ylidene]methyl]-2-furyl]benzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 496.93

Molecular Weight (Monoisotopic): 496.0496

AlogP: 5.28

#Rotatable Bonds: 6

Polar Surface Area: 116.92

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.88

References

1. Hansen SW, Erichsen MN, Fu B, Bjørn-Yoshimoto WE, Abrahamsen B, Hansen JC, Jensen AA, Bunch L..  (2016)  Identification of a New Class of Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitors Followed by a Structure-Activity Relationship Study.,  59  (19): [PMID:27626828] [10.1021/acs.jmedchem.6b01058]

Source

Source(1):

• Scientific Literature