(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol

• ChemBase ID: 4352
• Molecular Formular: C12H26N4O6
• Molecular Mass: 322.35804
• Monoisotopic Mass: 322.18523457
• SMILES: NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O
• Canonical SMILES: NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@H]([C@@H]([C@H]2O)O)N)[C@@H]([C@H]([C@@H]1O)O)N
• InChI: InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
• InChIKey: SYJXFKPQNSDJLI-HKEUSBCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol
• IUPAC Traditional name: neamine
• Synonyms: Neomycin A; Dekamycin V; Nebramycin X; Negamicin; Neamine

Database IDs

• CAS Number: 3947-65-7; 1404-04-2
• PubChem SID: 160967784; 46507306
• PubChem CID: 72392
• Chemspider ID: 65325
• DrugBank ID: DB04808
• Wikipedia Title: Neamine

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.657486
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -15.799769
• LogD (pH = 7.4): -10.133399
• Log P: -5.2900777
• Molar Refractivity: 73.7212 cm^3
• Polarizability: 31.491682 Å^3
• Polar Surface Area: 203.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.91
• LOG S: -0.5
• Solubility (Water): 1.01e+02 g/l

DETAILS

DrugBank - DB04808

Drug information: experimental