(4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-[(2H3)methylamino]-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase ID: 174722
• Molecular Formular: C22H25N3O7
• Molecular Mass: 443.4498
• Monoisotopic Mass: 443.16925016
• SMILES: c1cc(c2c(c1NC)C[C@@H]1C(=C([C@]3([C@@H](C1)[C@@H](C(=C(C3=O)C(=O)N)O)N(C)C)O)O)C2=O)O
• Canonical SMILES: CNc1ccc(c2c1C[C@H]1C[C@H]3[C@H](N(C)C)C(=C(C(=O)[C@]3(C(=C1C2=O)O)O)C(=O)N)O)O
• InChI: InChI=1S/C22H25N3O7/c1-24-11-4-5-12(26)14-9(11)6-8-7-10-16(25(2)3)18(28)15(21(23)31)20(30)22(10,32)19(29)13(8)17(14)27/h4-5,8,10,16,24,26,28-29,32H,6-7H2,1-3H3,(H2,23,31)/t8-,10-,16-,22-/m0/s1
• InChIKey: QIFALPZRQOUILR-ADMKQJKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-[(^2H₃)methylamino]-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-[(^2H₃)methylamino]-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• Synonyms: 4S-(4α,4aα,5aα,12aα)]-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-7-(methylamino-d3)-1,11-dioxo-2-naphthacenecarboxamide; 7-(Methyl-d3)amino-6-deoxy-6-demethyltetracycline; 7-Monodemethyl Minocycline-d3

Database IDs

• PubChem SID: 164230632
• PubChem CID: 71750790

CALCULATED PROPERTIES

• Acid pKa: -2.2096455
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.278696
• LogD (pH = 7.4): -5.690623
• Log P: -4.2246633
• Molar Refractivity: 118.3054 cm^3
• Polarizability: 43.63201 Å^3
• Polar Surface Area: 173.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M527002

A labelled impurity of Minocycline.

REFERENCES

• Sokoloski, T.D., et al.: J. Pharm. Sci., 66, 1159 (1977)
• Naidong, W., et al.: J. Pharm. Biomed. Anal., 13, 905 (1977)