(2R,4S)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2-carboxamide

• ChemBase ID: 1787
• Molecular Formular: C12H10FN3O4
• Molecular Mass: 279.2239032
• Monoisotopic Mass: 279.06553404
• SMILES: NC(=O)[C@H]1C[C@]2(NC(=O)NC2=O)c2cc(F)ccc2O1
• Canonical SMILES: O=C1NC(=O)[C@]2(N1)C[C@@H](Oc1c2cc(F)cc1)C(=O)N
• InChI: InChI=1S/C12H10FN3O4/c13-5-1-2-7-6(3-5)12(4-8(20-7)9(14)17)10(18)15-11(19)16-12/h1-3,8H,4H2,(H2,14,17)(H2,15,16,18,19)/t8-,12+/m1/s1
• InChIKey: WAAPEIZFCHNLKK-PELKAZGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2-carboxamide
• IUPAC Traditional name: fidarestat(stereoisomer)
• Synonyms: Fidarestat; Fidarestat(Stereoisomer)

Database IDs

• CAS Number: 136087-85-9
• PubChem SID: 46506217; 160965243; 46505893
• PubChem CID: 449156

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.4189215
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.0189006
• LogD (pH = 7.4): -2.3464465
• Log P: -0.6813707
• Molar Refractivity: 62.5968 cm^3
• Polarizability: 24.154871 Å^3
• Polar Surface Area: 110.52 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.08
• LOG S: -2.02
• Solubility (Water): 2.66e+00 g/l

DETAILS

DrugBank - DB02101

Drug information: experimental

DrugBank - DB02021

Drug information: experimental