tert-butyl N-[(1R,3S,4R)-2-{[(2R,3R,5R)-4-{[(tert-butoxy)carbonyl](methyl)amino}-3,5-dihydroxy-5-methyloxan-2-yl]oxy}-5-{[(tert-butoxy)carbonyl]amino}-3,4-dihydroxycyclohexyl]carbamate

• ChemBase ID: 163252
• Molecular Formular: C28H51N3O12
• Molecular Mass: 621.71744
• Monoisotopic Mass: 621.34727409
• SMILES: O[C@H]1[C@@H](C([C@@H](CC1NC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C)O[C@@H]1[C@@H](C([C@](CO1)(O)C)N(C(=O)OC(C)(C)C)C)O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]1CC(NC(=O)OC(C)(C)C)[C@H]([C@@H](C1O[C@H]1OC[C@](C([C@H]1O)N(C(=O)OC(C)(C)C)C)(C)O)O)O
• InChI: InChI=1S/C28H51N3O12/c1-25(2,3)41-22(35)29-14-12-15(30-23(36)42-26(4,5)6)19(17(33)16(14)32)40-21-18(34)20(28(10,38)13-39-21)31(11)24(37)43-27(7,8)9/h14-21,32-34,38H,12-13H2,1-11H3,(H,29,35)(H,30,36)/t14?,15-,16-,17+,18-,19?,20?,21-,28+/m1/s1
• InChIKey: FHTFKISWUUHRLU-DMJQZNKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1R,3S,4R)-2-{[(2R,3R,5R)-4-{[(tert-butoxy)carbonyl](methyl)amino}-3,5-dihydroxy-5-methyloxan-2-yl]oxy}-5-{[(tert-butoxy)carbonyl]amino}-3,4-dihydroxycyclohexyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1R,3S,4R)-2-{[(2R,3R,5R)-4-[(tert-butoxycarbonyl)(methyl)amino]-3,5-dihydroxy-5-methyloxan-2-yl]oxy}-5-[(tert-butoxycarbonyl)amino]-3,4-dihydroxycyclohexyl]carbamate
• Synonyms: N,N,N-tert-Butoxycarbonyl-2-deoxy-6-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]-D-streptamine; N,N,N-tert-Butoxycarbonyl Garamine

Database IDs

• PubChem SID: 162257387
• PubChem CID: 71314359

CALCULATED PROPERTIES

• Acid pKa: 12.449783
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): 0.42768377
• LogD (pH = 7.4): 0.42768
• Log P: 0.42768383
• Molar Refractivity: 150.2551 cm^3
• Polarizability: 60.7002 Å^3
• Polar Surface Area: 205.58 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Methanol

DETAILS

Toronto Research Chemicals - B690545

Protected Gentamicin impurity.