benzyl (2R)-2-(5-bromo-1H-indole-3-carbonyl)pyrrolidine-1-carboxylate

• ChemBase ID: 161707
• Molecular Formular: C21H19BrN2O3
• Molecular Mass: 427.29116
• Monoisotopic Mass: 426.05790448
• SMILES: c1c(cc2c(c1)[nH]cc2C(=O)[C@@H]1N(CCC1)C(=O)OCc1ccccc1)Br
• Canonical SMILES: Brc1ccc2c(c1)c(c[nH]2)C(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C21H19BrN2O3/c22-15-8-9-18-16(11-15)17(12-23-18)20(25)19-7-4-10-24(19)21(26)27-13-14-5-2-1-3-6-14/h1-3,5-6,8-9,11-12,19,23H,4,7,10,13H2/t19-/m1/s1
• InChIKey: CWHKVBJSRGJFFN-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R)-2-(5-bromo-1H-indole-3-carbonyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R)-2-(5-bromo-1H-indole-3-carbonyl)pyrrolidine-1-carboxylate
• Synonyms: (2R)-2-[(5-Bromo-1H-indol-3-yl)carbonyl]-1-pyrrolidinecarboxylic Acid Phenylmethyl Ester; R-3-(N-Benzyloxycarbonylpyrrolidin-2-ylcarbonyl)-5-bromo-1H-indole

Database IDs

• CAS Number: 143322-56-9
• PubChem SID: 162255842
• PubChem CID: 11224090

CALCULATED PROPERTIES

• Acid pKa: 13.060841
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.4783187
• LogD (pH = 7.4): 4.4783177
• Log P: 4.4783187
• Molar Refractivity: 106.3928 cm^3
• Polarizability: 41.942165 Å^3
• Polar Surface Area: 62.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethanol; Ethyl Acetate; Methanol
• Apperance: White Solid

REFERENCES

• Slassi, A., et al.: Med. Chem. Res., 9, 668 (1999)
• Egle, I., et al.: Bioorg. Med. Chem. Lett., 13, 3419 (1999)