benzyl N-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]carbamate

• ChemBase ID: 91774
• Molecular Formular: C19H19N3O3
• Molecular Mass: 337.37246
• Monoisotopic Mass: 337.14264148
• SMILES: C(c1ccccc1)OC(=O)NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12
• Canonical SMILES: O=C(NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)OCc1ccccc1
• InChI: InChI=1S/C19H19N3O3/c20-16(10-14-11-21-17-9-5-4-8-15(14)17)18(23)22-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,16,21H,10,12,20H2,(H,22,23,24)/t16-/m0/s1
• InChIKey: NFWVIIARHOWJME-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]carbamate
• Synonyms: Carbobenzoxy-D.L-tryptophanamide

Database IDs

• CAS Number: 27018-75-3
• MDL Number: MFCD00732122
• PubChem SID: 162078473
• PubChem CID: 71299573

CALCULATED PROPERTIES

• Acid pKa: 8.394728
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.8875068
• LogD (pH = 7.4): 2.6255863
• Log P: 2.701807
• Molar Refractivity: 93.8271 cm^3
• Polarizability: 37.83045 Å^3
• Polar Surface Area: 97.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 187-188°C

DETAILS

Apollo Scientific Ltd - OR7601T

An amino acids amide & intermediate in the synthesis of L-Tryptophanamide Hydrochloride.