(4Z,4aS,5aS,6S,12aS)-7-chloro-4-hydrazinylidene-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase ID: 166204
• Molecular Formular: C19H16ClN3O8
• Molecular Mass: 449.79864
• Monoisotopic Mass: 449.06259217
• SMILES: c1cc(c2c(c1Cl)[C@H]([C@@H]1C(=C([C@]3([C@@H](C1)/C(=N/N)/C(=C(C3=O)C(=O)N)O)O)O)C2=O)O)O
• Canonical SMILES: N/N=C/1\C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@H]1O)c(Cl)ccc2O)O)O
• InChI: InChI=1S/C19H16ClN3O8/c20-6-1-2-7(24)10-9(6)13(25)4-3-5-12(23-22)15(27)11(18(21)30)17(29)19(5,31)16(28)8(4)14(10)26/h1-2,4-5,13,24-25,27-28,31H,3,22H2,(H2,21,30)/b23-12-/t4-,5-,13-,19-/m0/s1
• InChIKey: ARISLQJRTYVWME-BUDMLEPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4Z,4aS,5aS,6S,12aS)-7-chloro-4-hydrazinylidene-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: (4Z,4aS,5aS,6S,12aS)-7-chloro-4-hydrazinylidene-3,6,10,12,12a-pentahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydrotetracene-2-carboxamide
• Synonyms: 7-Chloro-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,4-dioxo-2-naphthacenecarboxamide 4-Hydrazone; Des(dimethylamino)-4-hydrazone Demeclocycline

Database IDs

• CAS Number: 1177-81-7
• PubChem SID: 162260337
• PubChem CID: 71315619

CALCULATED PROPERTIES

• Acid pKa: -3.191481
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -5.392576
• LogD (pH = 7.4): -7.1777506
• Log P: -2.2588239
• Molar Refractivity: 108.3947 cm^3
• Polarizability: 40.355118 Å^3
• Polar Surface Area: 216.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide

DETAILS

Toronto Research Chemicals - D289045

Demeclocycline (D230725) derivative.