5-(3-((E)-((E)-2-(4-chlorophenylimino)-4-oxothiazolidin-5-ylidene)methyl)-2,5-dimethyl-1H-pyrrol-1-yl)isophthalic acid

ID: ALA3310464

Chembl Id: CHEMBL3310464

PubChem CID: 135641371

Max Phase: Preclinical

Molecular Formula: C24H18ClN3O5S

Molecular Weight: 495.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C2/S/C(=N/c3ccc(Cl)cc3)NC2=O)c(C)n1-c1cc(C(=O)O)cc(C(=O)O)c1

Standard InChI:  InChI=1S/C24H18ClN3O5S/c1-12-7-14(11-20-21(29)27-24(34-20)26-18-5-3-17(25)4-6-18)13(2)28(12)19-9-15(22(30)31)8-16(10-19)23(32)33/h3-11H,1-2H3,(H,30,31)(H,32,33)(H,26,27,29)/b20-11+

Standard InChI Key:  VESBRLWXQGRPDG-RGVLZGJSSA-N

Alternative Forms

1. Parent:

   

   ALA3310464

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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: 495.94

Molecular Weight (Monoisotopic): 495.0656

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 120.99

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.13

CX Basic pKa: 3.68

CX LogP: 4.54

CX LogD: -1.21

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.70

References

1. Perdih A, Hrast M, Barreteau H, Gobec S, Wolber G, Solmajer T..  (2014)  Benzene-1,3-dicarboxylic acid 2,5-dimethylpyrrole derivatives as multiple inhibitors of bacterial Mur ligases (MurC-MurF).,  22  (15): [PMID:24953950] [10.1016/j.bmc.2014.05.058]

2. Kousaxidis A, Petrou A, Lavrentaki V, Fesatidou M, Nicolaou I, Geronikaki A..  (2020)  Aldose reductase and protein tyrosine phosphatase 1B inhibitors as a promising therapeutic approach for diabetes mellitus.,  207  [PMID:32871344] [10.1016/j.ejmech.2020.112742]

Source

Source(1):

• Scientific Literature