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

• ChemBase ID: 168690
• Molecular Formular: C24H30ClN3O7
• Molecular Mass: 507.9639
• Monoisotopic Mass: 507.177228
• SMILES: c1cc(c2c(c1N(C)CC)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.Cl
• Canonical SMILES: CCN(c1ccc(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)C.Cl
• InChI: InChI=1S/C24H29N3O7.ClH/c1-5-27(4)13-6-7-14(28)16-11(13)8-10-9-12-18(26(2)3)20(30)17(23(25)33)22(32)24(12,34)21(31)15(10)19(16)29;/h6-7,10,12,18,28,30-31,34H,5,8-9H2,1-4H3,(H2,25,33);1H/t10-,12-,18-,24-;/m0./s1
• InChIKey: FWHJBYXBRSYWNM-BCTLSNOQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-7-[ethyl(methyl)amino]-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC Traditional name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-7-[ethyl(methyl)amino]-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide hydrochloride
• Synonyms: [4S-(4α,4aα,5aα,12aα)]-4-(Dimethylamino)-7-(ethylmethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride; 7-Ethylmethylamino Sancycline Hydrochloride

Database IDs

• CAS Number: 149934-25-8
• PubChem SID: 162262822
• PubChem CID: 71316642

CALCULATED PROPERTIES

• Acid pKa: -2.255748
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -3.4676065
• LogD (pH = 7.4): -4.6750226
• Log P: -3.4428258
• Molar Refractivity: 127.2888 cm^3
• Polarizability: 47.289043 Å^3
• Polar Surface Area: 164.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E925175

An impurity of Minocycline (M344800).

REFERENCES

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