(4Z,4aS,5aS,6S,12aS)-3,6,10,12,12a-pentahydroxy-4-(hydroxyimino)-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase ID: 166214
• Molecular Formular: C20H19ClN2O9
• Molecular Mass: 466.82586
• Monoisotopic Mass: 466.07790788
• SMILES: c1cc(c2c(c1)[C@]([C@@H]1C(=C([C@]3([C@@H](C1)/C(=N/O)/C(=C(C3=O)C(=O)N)O)O)O)C2=O)(O)C)O.Cl
• Canonical SMILES: O/N=C/1\C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O.Cl
• InChI: InChI=1S/C20H18N2O9.ClH/c1-19(29)6-3-2-4-9(23)10(6)14(24)11-7(19)5-8-13(22-31)15(25)12(18(21)28)17(27)20(8,30)16(11)26;/h2-4,7-8,23,25-26,29-31H,5H2,1H3,(H2,21,28);1H/b22-13-;/t7-,8-,19+,20-;/m0./s1
• InChIKey: QNWDUDZFYJOGGW-WIAULQMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4Z,4aS,5aS,6S,12aS)-3,6,10,12,12a-pentahydroxy-4-(hydroxyimino)-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC Traditional name: (4Z,4aS,5aS,6S,12aS)-3,6,10,12,12a-pentahydroxy-4-(hydroxyimino)-6-methyl-1,11-dioxo-5,5a-dihydro-4aH-tetracene-2-carboxamide hydrochloride
• Synonyms: [4aS-(4aα,5aα,6β,12aα)]-1,4,4a,5,5a,6,11,12a-Octahydro-3,6,10,12,12a-pentahydroxy-4-(hydroxyimino)-6-methyl-1,11-dioxo-2-naphthacenecarboxamide; N-Des(dimethyl)tetracycline 4-Hydroxyimine

Database IDs

• PubChem SID: 162260347
• PubChem CID: 71315626

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: -1.8874831
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -5.222348
• LogD (pH = 7.4): -7.0240965
• Log P: -1.8506457
• Molar Refractivity: 105.5086 cm^3
• Polarizability: 39.53648 Å^3
• Polar Surface Area: 210.97 Å^2
• Rotatable Bonds: 1

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; Water
• Apperance: Light Orange Solid

DETAILS

Toronto Research Chemicals - D289095

Tetracycline derivative. Inhibior.