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

• ChemBase ID: 166173
• Molecular Formular: C20H20N2O8
• Molecular Mass: 416.3814
• Monoisotopic Mass: 416.12196561
• SMILES: c1cc(c2c(c1)[C@]([C@@H]1C(=C([C@]3([C@@H](C1)[C@H](C(=C(C3=O)C(=O)N)O)N)O)O)C2=O)(O)C)O
• Canonical SMILES: NC(=O)C1=C(O)[C@H](N)[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)[C@](C)(O)c2c(C1=O)c(O)ccc2)O
• InChI: InChI=1S/C20H20N2O8/c1-19(29)6-3-2-4-9(23)10(6)14(24)11-7(19)5-8-13(21)15(25)12(18(22)28)17(27)20(8,30)16(11)26/h2-4,7-8,13,23,25-26,29-30H,5,21H2,1H3,(H2,22,28)/t7-,8-,13+,19+,20-/m0/s1
• InChIKey: MIDVVUVOZKIQOK-AWFHZVIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,4aS,5aS,6S,12aS)-4-amino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: (4R,4aS,5aS,6S,12aS)-4-amino-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• Synonyms: (4R,4aS,5aS,6S,12aS)-4-(Amino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide-d6; N-Des(dimethyl)-4-epi-tetracycline

Database IDs

• CAS Number: 53864-51-0
• PubChem SID: 162260306
• PubChem CID: 71315596

CALCULATED PROPERTIES

• Acid pKa: -1.9445674
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -4.813707
• LogD (pH = 7.4): -6.600545
• Log P: -3.9115236
• Molar Refractivity: 104.119 cm^3
• Polarizability: 39.556004 Å^3
• Polar Surface Area: 204.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: n-Butanol; Dimethyl Sulfoxide; Water
• Apperance: Yellow-brown Solid

DETAILS

Toronto Research Chemicals - D288905

Tetracycline derivative.