4-chloro-3-(5-((3-methyl-2,4-dioxothiazolidin-5-ylidene)methyl)furan-2-yl)benzoic acid

ID: ALA4578935

Chembl Id: CHEMBL4578935

PubChem CID: 16727662

Max Phase: Preclinical

Molecular Formula: C16H10ClNO5S

Molecular Weight: 363.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)S/C(=C\c2ccc(-c3cc(C(=O)O)ccc3Cl)o2)C1=O

Standard InChI:  InChI=1S/C16H10ClNO5S/c1-18-14(19)13(24-16(18)22)7-9-3-5-12(23-9)10-6-8(15(20)21)2-4-11(10)17/h2-7H,1H3,(H,20,21)/b13-7-

Standard InChI Key:  CTJCEFNFCHGOJR-QPEQYQDCSA-N

Alternative Forms

1. Parent:

   

   ALA4578935

   4-chloro-3-[5-[(Z)-(3-methyl-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: 363.78

Molecular Weight (Monoisotopic): 362.9968

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 87.82

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -1.45

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