(1S,7R,9S)-5-oxo-4-azatricyclo[4.2.1.0^{3,7}]non-2-ene-9-carboxylic acid

• ChemBase ID: 33610
• Molecular Formular: C9H9NO3
• Molecular Mass: 179.17266
• Monoisotopic Mass: 179.05824315
• SMILES: C12=C[C@H]3[C@@H](C(C(=O)N2)[C@H]1C3)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1[C@@H]2C=C3[C@@H](C1C(=O)N3)C2
• InChI: InChI=1S/C9H9NO3/c11-8-7-4-1-3(2-5(4)10-8)6(7)9(12)13/h2-4,6-7H,1H2,(H,10,11)(H,12,13)/t3-,4-,6-,7?/m0/s1
• InChIKey: ZNRPPBVLYDTKSU-FPNCUASHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,7R,9S)-5-oxo-4-azatricyclo[4.2.1.0^{3,7}]non-2-ene-9-carboxylic acid
• IUPAC Traditional name: (1S,7R,9S)-5-oxo-4-azatricyclo[4.2.1.0^{3,7}]non-2-ene-9-carboxylic acid
• Synonyms: (1S,6S,7R,9S)-5-Oxo-4-azatricyclo[4.2.1.0~3,7~]-non-2-ene-9-carboxylic acid

Database IDs

• MDL Number: MFCD12026880
• PubChem SID: 160996917
• PubChem CID: 25219307

CALCULATED PROPERTIES

• Acid pKa: 4.066356
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3729541
• LogD (pH = 7.4): -4.0468493
• Log P: -0.92706627
• Molar Refractivity: 44.3233 cm^3
• Polarizability: 16.699408 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false