(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-4-{2-[(3-aminopropyl)amino]ethoxy}-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

• ChemBase ID: 4269
• Molecular Formular: C28H57N7O14
• Molecular Mass: 715.79068
• Monoisotopic Mass: 715.39634954
• SMILES: NCCCNCCO[C@H]1[C@@H](O[C@H](CO)[C@H]1O[C@H]1O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]1N)O[C@@H]1[C@@H](O)[C@H](N)C[C@H](N)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N
• Canonical SMILES: NCCCNCCO[C@H]1[C@@H](O[C@@H]([C@H]1O[C@H]1O[C@@H](CN)[C@H]([C@@H]([C@H]1N)O)O)CO)O[C@@H]1[C@@H](O)[C@H](N)C[C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1N)O)O)N
• InChI: InChI=1S/C28H57N7O14/c29-2-1-3-35-4-5-43-25-23(48-26-15(33)20(41)18(39)12(7-30)44-26)14(9-37)46-28(25)49-24-17(38)10(31)6-11(32)22(24)47-27-16(34)21(42)19(40)13(8-36)45-27/h10-28,35-42H,1-9,29-34H2/t10-,11+,12+,13-,14-,15-,16-,17+,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28+/m1/s1
• InChIKey: FJVLHNJZMYGVLT-XXJRHLBLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-4-{2-[(3-aminopropyl)amino]ethoxy}-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• IUPAC Traditional name: (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-4-{2-[(3-aminopropyl)amino]ethoxy}-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol
• Synonyms: 2''-O-[N-(3-(aminopropyl)2-aminoethyl]paromomycin

Database IDs

• PubChem SID: 46505621; 160967701
• PubChem CID: 16658532

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.092615
• H Acceptors: 21
• H Donor: 14
• LogD (pH = 5.5): -27.901396
• LogD (pH = 7.4): -18.742704
• Log P: -8.766597
• Molar Refractivity: 164.5336 cm^3
• Polarizability: 69.6023 Å^3
• Polar Surface Area: 374.37 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.66
• LOG S: -1.39
• Solubility (Water): 2.92e+01 g/l

DETAILS

DrugBank - DB04717

Drug information: experimental