(2S)-2-[(2S)-2-aminopropanamido]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 158475
• Molecular Formular: C14H17N3O3
• Molecular Mass: 275.30308
• Monoisotopic Mass: 275.12699142
• SMILES: C[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](N)C
• InChI: InChI=1S/C14H17N3O3/c1-8(15)13(18)17-12(14(19)20)6-9-7-16-11-5-3-2-4-10(9)11/h2-5,7-8,12,16H,6,15H2,1H3,(H,17,18)(H,19,20)/t8-,12-/m0/s1
• InChIKey: WUGMRIBZSVSJNP-UFBFGSQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-aminopropanamido]-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-aminopropanamido]-3-(1H-indol-3-yl)propanoic acid
• Synonyms: L-Alanyl-L-tryptophan; Ala-Trp; L-丙氨酰-L-色氨酸

Database IDs

• CAS Number: 16305-75-2
• EC Number: 240-392-2
• MDL Number: MFCD00037948
• Beilstein Number: 4910138
• PubChem SID: 24845848; 162252611
• PubChem CID: 85362

CALCULATED PROPERTIES

• Acid pKa: 3.8663778
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.6291518
• LogD (pH = 7.4): -1.6604937
• Log P: -1.6246586
• Molar Refractivity: 73.5002 cm^3
• Polarizability: 29.820541 Å^3
• Polar Surface Area: 108.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +15.5±0.5°, c = 2.7% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC)
• Description: DL,DL
• Empirical Formula (Hill Notation): C14H17N3O3
• Classification: Derivatives & analogs of Natural Compounds