5-benzoyl-1-methoxy-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

• ChemBase ID: 172985
• Molecular Formular: C16H15NO4
• Molecular Mass: 285.2946
• Monoisotopic Mass: 285.10010797
• SMILES: c1cc2n(c1C(=O)c1ccccc1)CCC2(C(=O)O)OC
• Canonical SMILES: COC1(CCn2c1ccc2C(=O)c1ccccc1)C(=O)O
• InChI: InChI=1S/C16H15NO4/c1-21-16(15(19)20)9-10-17-12(7-8-13(16)17)14(18)11-5-3-2-4-6-11/h2-8H,9-10H2,1H3,(H,19,20)
• InChIKey: GDFTXJNJRPKPJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-benzoyl-1-methoxy-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
• IUPAC Traditional name: 5-benzoyl-1-methoxy-2,3-dihydropyrrolizine-1-carboxylic acid
• Synonyms: 5-Benzoyl-1-methoxy-2,3-dihydro-1H-pyrrolizine-1-carboxylic Acid; Ketorolac Impurity D; rac 1-Methoxy Ketorolac

Database IDs

• PubChem SID: 164228895
• PubChem CID: 71587999

CALCULATED PROPERTIES

• Acid pKa: 3.3284142
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.04958694
• LogD (pH = 7.4): -1.3136556
• Log P: 2.1062703
• Molar Refractivity: 76.3021 cm^3
• Polarizability: 29.381466 Å^3
• Polar Surface Area: 68.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M262725

An impurity of the analgesic Ketorolac (K235650).