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

• ChemBase ID: 4937
• Molecular Formular: C14H12ClN3O3
• Molecular Mass: 305.71638
• Monoisotopic Mass: 305.05671894
• SMILES: Clc1c(c(ccc1C#N)N1C(=O)N2[C@@H]([C@@H](CC2)O)C1=O)C
• Canonical SMILES: N#Cc1ccc(c(c1Cl)C)N1C(=O)[C@H]2N(C1=O)CC[C@H]2O
• InChI: InChI=1S/C14H12ClN3O3/c1-7-9(3-2-8(6-16)11(7)15)18-13(20)12-10(19)4-5-17(12)14(18)21/h2-3,10,12,19H,4-5H2,1H3/t10-,12+/m1/s1
• InChIKey: KEJORAMIZFOODM-PWSUYJOCSA-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]-2-chloro-3-methylbenzonitrile
• IUPAC Traditional name: 4-[(7R,7aS)-7-hydroxy-1,3-dioxo-tetrahydropyrrolo[1,2-c]imidazolidin-2-yl]-2-chloro-3-methylbenzonitrile
• Synonyms: 2-CHLORO-4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-3-METHYLBENZONITRILE

Database IDs

• PubChem SID: 160968369; 99443757
• PubChem CID: 9882972

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.265294
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0987084
• LogD (pH = 7.4): 1.0987025
• Log P: 1.0987085
• Molar Refractivity: 74.7889 cm^3
• Polarizability: 28.552452 Å^3
• Polar Surface Area: 84.64 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.0
• LOG S: -2.45
• Solubility (Water): 1.09e+00 g/l

DETAILS

DrugBank - DB07286

Drug information: experimental