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

• ChemBase ID: 206480
• Molecular Formular: C25H28N4O4
• Molecular Mass: 448.51422
• Monoisotopic Mass: 448.2110554
• SMILES: c1(c[nH]c2c1cccc2)C[C@@H](C(=O)N1CCC(C(=O)N[C@@H](C(=O)O)c2ccccc2)CC1)N
• Canonical SMILES: N[C@H](C(=O)N1CCC(CC1)C(=O)N[C@H](c1ccccc1)C(=O)O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C25H28N4O4/c26-20(14-18-15-27-21-9-5-4-8-19(18)21)24(31)29-12-10-17(11-13-29)23(30)28-22(25(32)33)16-6-2-1-3-7-16/h1-9,15,17,20,22,27H,10-14,26H2,(H,28,30)(H,32,33)/t20-,22+/m0/s1
• InChIKey: VLUBABAGEKOXMU-RBBKRZOGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164262390
• PubChem CID: 16401614

CALCULATED PROPERTIES

• Acid pKa: 3.405658
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.54362786
• LogD (pH = 7.4): -0.6402476
• Log P: -0.5447688
• Molar Refractivity: 123.3617 cm^3
• Polarizability: 49.09899 Å^3
• Polar Surface Area: 128.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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