(2,4,5-Trioxo-3-phenethyl-imidazolidin-1-yl)-acetic acid

ID: ALA56506

Chembl Id: CHEMBL56506

PubChem CID: 10802377

Max Phase: Preclinical

Molecular Formula: C13H12N2O5

Molecular Weight: 276.25

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CN1C(=O)C(=O)N(CCc2ccccc2)C1=O

Standard InChI:  InChI=1S/C13H12N2O5/c16-10(17)8-15-12(19)11(18)14(13(15)20)7-6-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,16,17)

Standard InChI Key:  KGNDNCQUKBGVSY-UHFFFAOYSA-N

Associated Targets(non-human)

Akr1b1 Aldose reductase (4007 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
deoA Thymidine phosphorylase (531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 276.25Molecular Weight (Monoisotopic): 276.0746AlogP: 0.10#Rotatable Bonds: 5
Polar Surface Area: 94.99Molecular Species: ACIDHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 3.43CX Basic pKa: CX LogP: 0.73CX LogD: -2.66
Aromatic Rings: 1Heavy Atoms: 20QED Weighted: 0.61Np Likeness Score: -1.00

References

1. Ishii A, Kotani T, Nagaki Y, Shibayama Y, Toyomaki Y, Okukado N, Ienaga K, Okamoto K..  (1996)  Highly selective aldose reductase inhibitors. 1. 3-(Arylalkyl)-2,4,5-trioxoimidazolidine-1-acetic acids.,  39  (9): [PMID:8627616] [10.1021/jm9508393]
2. Rajabi M, Mansell D, Freeman S, Bryce RA..  (2011)  Structure-activity relationship of 2,4,5-trioxoimidazolidines as inhibitors of thymidine phosphorylase.,  46  (4): [PMID:21324566] [10.1016/j.ejmech.2011.01.035]

Source