4-[(7R,7aS)-7-hydroxy-1,3-dioxo-hexahydro-1H-pyrrolo[1,2-c]imidazolidin-2-yl]naphthalene-1-carbonitrile

• ChemBase ID: 5715
• Molecular Formular: C17H13N3O3
• Molecular Mass: 307.30342
• Monoisotopic Mass: 307.09569129
• SMILES: c1c(c2c(cccc2)c(C#N)c1)N1C(=O)[C@@H]2[C@H](O)CCN2C1=O
• Canonical SMILES: N#Cc1ccc(c2c1cccc2)N1C(=O)[C@H]2N(C1=O)CC[C@H]2O
• InChI: InChI=1S/C17H13N3O3/c18-9-10-5-6-13(12-4-2-1-3-11(10)12)20-16(22)15-14(21)7-8-19(15)17(20)23/h1-6,14-15,21H,7-8H2/t14-,15+/m1/s1
• InChIKey: NHBIWLQQJPSMNP-CABCVRRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(7R,7aS)-7-hydroxy-1,3-dioxo-hexahydro-1H-pyrrolo[1,2-c]imidazolidin-2-yl]naphthalene-1-carbonitrile
• IUPAC Traditional name: 4-[(7R,7aS)-7-hydroxy-1,3-dioxo-tetrahydropyrrolo[1,2-c]imidazolidin-2-yl]naphthalene-1-carbonitrile
• Synonyms: 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE

Database IDs

• PubChem SID: 99444558; 160969142
• PubChem CID: 9944398

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.262948
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9707191
• LogD (pH = 7.4): 0.97071326
• Log P: 0.9707192
• Molar Refractivity: 81.3931 cm^3
• Polarizability: 32.27981 Å^3
• Polar Surface Area: 84.64 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.04
• LOG S: -2.57
• Solubility (Water): 8.31e-01 g/l

DETAILS

DrugBank - DB08087

Drug information: experimental