(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

• ChemBase ID: 4279
• Molecular Formular: C19H39N5O7
• Molecular Mass: 449.54226
• Monoisotopic Mass: 449.28494861
• SMILES: CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]1[C@H](N)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@@H]1O
• Canonical SMILES: NC[C@@H]1CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N
• InChI: InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1
• InChIKey: VEGXETMJINRLTH-BOZYPMBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
• IUPAC Traditional name: @gentamicin C1A
• Synonyms: GENTAMICIN C1A

Database IDs

• PubChem SID: 160967711; 46505724
• PubChem CID: 72396

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.5486965
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -18.30707
• LogD (pH = 7.4): -12.23723
• Log P: -3.986311
• Molar Refractivity: 108.8273 cm^3
• Polarizability: 45.905064 Å^3
• Polar Surface Area: 213.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.24
• LOG S: -1.34
• Solubility (Water): 2.05e+01 g/l

DETAILS

DrugBank - DB04729

Drug information: experimental