(2R)-N-(benzyloxy)-N'-[(2S)-1-[(2S)-2-[(benzyloxy)methyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide

• ChemBase ID: 166861
• Molecular Formular: C33H47N3O5
• Molecular Mass: 565.74338
• Monoisotopic Mass: 565.35157162
• SMILES: C1CC[C@H](N1C(=O)[C@@H](NC(=O)[C@H](CCCCC)CC(=O)NOCc1ccccc1)C(C)C)COCc1ccccc1
• Canonical SMILES: CCCCC[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1COCc1ccccc1)C(C)C)CC(=O)NOCc1ccccc1
• InChI: InChI=1S/C33H47N3O5/c1-4-5-8-18-28(21-30(37)35-41-23-27-16-11-7-12-17-27)32(38)34-31(25(2)3)33(39)36-20-13-19-29(36)24-40-22-26-14-9-6-10-15-26/h6-7,9-12,14-17,25,28-29,31H,4-5,8,13,18-24H2,1-3H3,(H,34,38)(H,35,37)/t28-,29+,31+/m1/s1
• InChIKey: UAKVQDJESYHMIP-HZFRXHCASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-(benzyloxy)-N'-[(2S)-1-[(2S)-2-[(benzyloxy)methyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide
• IUPAC Traditional name: (2R)-N-(benzyloxy)-N'-[(2S)-1-[(2S)-2-[(benzyloxy)methyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide
• Synonyms: N4-Benzyloxy-N1-[1-(2-(S)-benzyloxy-methyl-pyrrolidine-1-carbonyl)-2-(S)-methyl-propyl]-2-(R)-pentylsuccinamide; (2R)-N1-[(1S)-2-Methyl-1-[[(2S)-2-[(phenylmethoxy)methyl]-1-pyrrolidinyl]carbonyl]propyl]-2-pentyl-N4-(phenylmethoxy)butanediamide; O,O-Dibenzyl (-)-Actinonin

Database IDs

• CAS Number: 460754-33-0
• PubChem SID: 162260994
• PubChem CID: 11192303

CALCULATED PROPERTIES

• Acid pKa: 9.6659565
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.3495083
• LogD (pH = 7.4): 5.347456
• Log P: 5.3495355
• Molar Refractivity: 159.9731 cm^3
• Polarizability: 62.869125 Å^3
• Polar Surface Area: 96.97 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - D416930

O,O-Dibenzyl (-)-Actinonin is an analog of (-)-Actinonin (A192000) as antitumor agent.