(3aR,4S,9bS)-4-phenyl-3H,3aH,4H,5H,9bH-cyclopenta[c]quinoline-8-carboxylic acid

• ChemBase ID: 28593
• Molecular Formular: C19H17NO2
• Molecular Mass: 291.34378
• Monoisotopic Mass: 291.12592879
• SMILES: N1[C@@H]([C@H]2[C@@H](c3c1ccc(c3)C(=O)O)C=CC2)c1ccccc1
• Canonical SMILES: OC(=O)c1ccc2c(c1)[C@H]1C=CC[C@H]1[C@H](N2)c1ccccc1
• InChI: InChI=1S/C19H17NO2/c21-19(22)13-9-10-17-16(11-13)14-7-4-8-15(14)18(20-17)12-5-2-1-3-6-12/h1-7,9-11,14-15,18,20H,8H2,(H,21,22)/t14-,15+,18+/m0/s1
• InChIKey: LKCVPAJAXLUURH-HDMKZQKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,9bS)-4-phenyl-3H,3aH,4H,5H,9bH-cyclopenta[c]quinoline-8-carboxylic acid
• IUPAC Traditional name: (3aR,4S,9bS)-4-phenyl-3H,3aH,4H,5H,9bH-cyclopenta[c]quinoline-8-carboxylic acid
• Synonyms: (3aR,4S,9bS)-4-phenyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-8-carboxylic acid

Database IDs

• MDL Number: MFCD10687398
• PubChem SID: 160991900
• PubChem CID: 6544673

CALCULATED PROPERTIES

• Acid pKa: 4.683734
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7639349
• LogD (pH = 7.4): 0.9863631
• Log P: 3.6432173
• Molar Refractivity: 88.637 cm^3
• Polarizability: 32.73335 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false