(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(pyrrolidin-1-ylmethyl)-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase ID: 313116
• Molecular Formular: C27H33N3O8
• Molecular Mass: 527.56622
• Monoisotopic Mass: 527.22676503
• SMILES: c1cc(c2c(c1)[C@]([C@@H]1C(=C([C@]3([C@@H](C1)[C@@H](C(=C(C3=O)C(=O)NCN1CCCC1)O)N(C)C)O)O)C2=O)(O)C)O
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)NCN2CCCC2)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C
• InChI: InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1
• InChIKey: HMEYVGGHISAPJR-IAHYZSEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(pyrrolidin-1-ylmethyl)-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: rolitetracycline
• Synonyms: rolitetracycline

Database IDs

• CAS Number: 751-97-3

CALCULATED PROPERTIES

• Acid pKa: 2.9127843
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -2.9914503
• LogD (pH = 7.4): -2.9275174
• Log P: -2.8073823
• Molar Refractivity: 139.4546 cm^3
• Polarizability: 53.166935 Å^3
• Polar Surface Area: 170.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base