(2R)-2-({1-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-hydroxybutanoic acid

• ChemBase ID: 205296
• Molecular Formular: C21H28N4O5
• Molecular Mass: 416.47082
• Monoisotopic Mass: 416.20597002
• SMILES: N([C@@H](C(=O)O)C(O)C)C(=O)C1CCN(C(=O)[C@H](Cc2c[nH]c3c2cccc3)N)CC1
• Canonical SMILES: CC([C@H](C(=O)O)NC(=O)C1CCN(CC1)C(=O)[C@H](Cc1c[nH]c2c1cccc2)N)O
• InChI: InChI=1S/C21H28N4O5/c1-12(26)18(21(29)30)24-19(27)13-6-8-25(9-7-13)20(28)16(22)10-14-11-23-17-5-3-2-4-15(14)17/h2-5,11-13,16,18,23,26H,6-10,22H2,1H3,(H,24,27)(H,29,30)/t12?,16-,18+/m0/s1
• InChIKey: AIMZKWFDCYHWKM-IQHYPMEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({1-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-hydroxybutanoic acid
• IUPAC Traditional name: (2R)-2-({1-[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164261206
• PubChem CID: 16401335

CALCULATED PROPERTIES

• Acid pKa: 3.3550754
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.5415585
• LogD (pH = 7.4): -2.6384876
• Log P: -2.5429156
• Molar Refractivity: 109.4602 cm^3
• Polarizability: 43.834663 Å^3
• Polar Surface Area: 148.75 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Trp-X-Thr
• Classification: Derivatives & analogs of Natural Compounds