[(1R)-1-[(2S)-2-(furan-2-ylformamido)-4-methylpentanamido]-2-(1H-indol-3-yl)ethyl]phosphonic acid

• ChemBase ID: 1811
• Molecular Formular: C21H26N3O6P
• Molecular Mass: 447.421401
• Monoisotopic Mass: 447.1559222
• SMILES: N(C(=O)c1occc1)[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c2c([nH]c1)cccc2)P(=O)(O)O
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](P(=O)(O)O)Cc1c[nH]c2c1cccc2)NC(=O)c1ccco1)C
• InChI: InChI=1S/C21H26N3O6P/c1-13(2)10-17(23-21(26)18-8-5-9-30-18)20(25)24-19(31(27,28)29)11-14-12-22-16-7-4-3-6-15(14)16/h3-9,12-13,17,19,22H,10-11H2,1-2H3,(H,23,26)(H,24,25)(H2,27,28,29)/t17-,19+/m0/s1
• InChIKey: WHPKSASOSKNDPY-PKOBYXMFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-[(2S)-2-(furan-2-ylformamido)-4-methylpentanamido]-2-(1H-indol-3-yl)ethyl]phosphonic acid
• IUPAC Traditional name: (1R)-1-[(2S)-2-(furan-2-ylformamido)-4-methylpentanamido]-2-(1H-indol-3-yl)ethylphosphonic acid
• Synonyms: N-[(Furan-2-Yl)Carbonyl]-(S)-Leucyl-(R)-[1-Amino-2(1h-Indol-3-Yl)Ethyl]-Phosphonic Acid

Database IDs

• PubChem SID: 160965267; 46505506
• PubChem CID: 449500

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4929129
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.65886587
• LogD (pH = 7.4): -0.7577003
• Log P: 1.6397288
• Molar Refractivity: 114.3709 cm^3
• Polarizability: 44.993645 Å^3
• Polar Surface Area: 144.66 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.57
• LOG S: -3.81
• Solubility (Water): 6.88e-02 g/l

DETAILS

DrugBank - DB02046

Drug information: experimental