5-[(1r,3r,5r,7r)-adamantan-2-yl]-1H-indole-2-carboxylic acid

• ChemBase ID: 60339
• Molecular Formular: C19H21NO2
• Molecular Mass: 295.37554
• Monoisotopic Mass: 295.15722892
• SMILES: c1c2c(ccc1C1[C@H]3C[C@H]4C[C@@H](C3)C[C@H]1C4)[nH]c(c2)C(=O)O
• Canonical SMILES: OC(=O)c1[nH]c2c(c1)cc(cc2)C1[C@@H]2C[C@H]3C[C@H]1C[C@@H](C2)C3
• InChI: InChI=1S/C19H21NO2/c21-19(22)17-9-13-8-12(1-2-16(13)20-17)18-14-4-10-3-11(6-14)7-15(18)5-10/h1-2,8-11,14-15,18,20H,3-7H2,(H,21,22)/t10-,11+,14-,15+,18?
• InChIKey: LTVQMENZBODPRM-MSMSVFBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(1r,3r,5r,7r)-adamantan-2-yl]-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 5-[(1r,3r,5r,7r)-adamantan-2-yl]-1H-indole-2-carboxylic acid
• Synonyms: 5-(2-Adamantyl)-1H-indole-2-carboxylic acid

Database IDs

• MDL Number: MFCD19103343
• PubChem SID: 162026080
• PubChem CID: 53371445

CALCULATED PROPERTIES

• Acid pKa: 3.600973
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.0907865
• LogD (pH = 7.4): 0.64250743
• Log P: 3.9852057
• Molar Refractivity: 85.0598 cm^3
• Polarizability: 34.025608 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false