(2S)-N-benzyl-2-{[(2S,4R)-4-hydroxy-1-(1-methyl-1H-indole-2-carbonyl)pyrrolidin-2-yl]formamido}-N-methyl-3-(naphthalen-2-yl)propanamide hydrate

• ChemBase ID: 154935
• Molecular Formular: C36H38N4O5
• Molecular Mass: 606.71072
• Monoisotopic Mass: 606.28422034
• SMILES: Cn1c2ccccc2cc1C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](Cc1ccc2ccccc2c1)C(=O)N(C)Cc1ccccc1)O.O
• Canonical SMILES: O[C@@H]1C[C@H](N(C1)C(=O)c1cc2c(n1C)cccc2)C(=O)N[C@H](C(=O)N(Cc1ccccc1)C)Cc1ccc2c(c1)cccc2.O
• InChI: InChI=1S/C36H36N4O4.H2O/c1-38(22-24-10-4-3-5-11-24)35(43)30(19-25-16-17-26-12-6-7-13-27(26)18-25)37-34(42)32-21-29(41)23-40(32)36(44)33-20-28-14-8-9-15-31(28)39(33)2;/h3-18,20,29-30,32,41H,19,21-23H2,1-2H3,(H,37,42);1H2/t29-,30+,32+;/m1./s1
• InChIKey: QOMUXFWVTKDGGK-ZGCLDRINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-benzyl-2-{[(2S,4R)-4-hydroxy-1-(1-methyl-1H-indole-2-carbonyl)pyrrolidin-2-yl]formamido}-N-methyl-3-(naphthalen-2-yl)propanamide hydrate
• IUPAC Traditional name: (2S)-N-benzyl-2-{[(2S,4R)-4-hydroxy-1-(1-methylindole-2-carbonyl)pyrrolidin-2-yl]formamido}-N-methyl-3-(naphthalen-2-yl)propanamide hydrate
• Synonyms: (4R)-4-Hydroxy-1-[(1-methyl-1H-indol-3-yl)carbonyl]-L-prolyl-N-methyl-3-(2-naphthalenyl)-N-(phenylmethyl)-L-alaninamide hydrate; FK888 hydrate; N2-[(4R)-4-hydroxyl-1-(1-methyl-1H-indol-3-yl)carbonyl-L-prolyl]-N-methyl-N-phenylmethyl-3-(2-naphthyl)-L-alaninamide hydrate; FK888 hydrate

Database IDs

• CAS Number: 138449-07-7(anhydrous)
• MDL Number: MFCD19686961
• PubChem SID: 162249073
• PubChem CID: 71312031

CALCULATED PROPERTIES

• Acid pKa: 12.576854
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.9358835
• LogD (pH = 7.4): 3.9358811
• Log P: 3.9358835
• Molar Refractivity: 170.0741 cm^3
• Polarizability: 67.57398 Å^3
• Polar Surface Area: 94.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥13 mg/mL
• Apperance: white to tan powder
• Optical Rotation: [α]/D -135 to -145°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C36H36N4O4 · xH2O

DETAILS

Sigma Aldrich - F1183

Biochem/physiol Actions
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