(2R,3R,4S,5S,6R)-2-{[(1R,2R,3S,4S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-4-{[(1S,4S,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}cyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 130112
• Molecular Formular: C20H35NO13
• Molecular Mass: 497.4908
• Monoisotopic Mass: 497.21084019
• SMILES: OCC1=C[C@H](N[C@H]2C[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1C[C@H](N[C@H]2C=C(CO)[C@@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1
• InChIKey: JARYYMUOCXVXNK-IMTORBKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(1R,2R,3S,4S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-4-{[(1S,4S,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}cyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: validamycin
• Synonyms: Validamycin A; Valimon; Validacin; Validamycin

Database IDs

• CAS Number: 37248-47-8
• PubChem SID: 162224397
• PubChem CID: 20055064
• CHEMBL: 520780
• Chemspider ID: 16736085
• Wikipedia Title: Validamycin

CALCULATED PROPERTIES

• Acid pKa: 12.081264
• H Acceptors: 14
• H Donor: 12
• LogD (pH = 5.5): -8.828475
• LogD (pH = 7.4): -7.2384343
• Log P: -6.9322605
• Molar Refractivity: 110.4709 cm^3
• Polarizability: 45.32841 Å^3
• Polar Surface Area: 253.02 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false