[(2R,5R)-5-amino-4-{[(2S,4S,5S)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2R,5S)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]urea

• ChemBase ID: 179391
• Molecular Formular: C19H38N6O10
• Molecular Mass: 510.53922
• Monoisotopic Mass: 510.26494145
• SMILES: [C@@H]1(OC([C@H](CC1N)O)CN)O[C@H]1C(C([C@@H](CC1NC(=O)N)N)O[C@H]1OC([C@H]([C@@H](C1O)N)O)CO)O
• Canonical SMILES: NCC1O[C@H](O[C@@H]2C(NC(=O)N)C[C@H](C(C2O)O[C@H]2OC(CO)[C@H]([C@@H](C2O)N)O)N)C(C[C@@H]1O)N
• InChI: InChI=1S/C19H38N6O10/c20-3-9-8(27)2-6(22)17(32-9)35-16-7(25-19(24)31)1-5(21)15(14(16)30)34-18-13(29)11(23)12(28)10(4-26)33-18/h5-18,26-30H,1-4,20-23H2,(H3,24,25,31)/t5-,6?,7?,8+,9?,10?,11+,12-,13?,14?,15?,16-,17-,18-/m1/s1
• InChIKey: QRAZUCRROOPZGW-OFTAQYMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,5R)-5-amino-4-{[(2S,4S,5S)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2R,5S)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]urea
• IUPAC Traditional name: (2R,5R)-5-amino-4-{[(2S,4S,5S)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2R,5S)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-3-hydroxycyclohexylurea
• Synonyms: 3-N-Ureido Tobramycin

Database IDs

• PubChem SID: 164235301
• PubChem CID: 71752886

CALCULATED PROPERTIES

• Acid pKa: 12.529927
• H Acceptors: 14
• H Donor: 11
• LogD (pH = 5.5): -18.443907
• LogD (pH = 7.4): -12.896285
• Log P: -6.9921994
• Molar Refractivity: 114.8154 cm^3
• Polarizability: 48.19594 Å^3
• Polar Surface Area: 297.27 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - U824500

3-N-Ureido Tobramycin is a related compound of Tobramycin (T524000).