(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21E)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-26-[(1E)-[(pyridin-4-ylformamido)imino]methyl]-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate

• ChemBase ID: 171832
• Molecular Formular: C44H52N4O13
• Molecular Mass: 844.90268
• Monoisotopic Mass: 844.35308774
• SMILES: c1(c2c(c3c(c1O)c1c(c(c3O)C)O[C@@](C1=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C(/C(=O)N2)\C)C)O)C)O)C)OC(=O)C)C)OC)C)O)/C=N/NC(=O)c1ccncc1
• Canonical SMILES: CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/NC(=O)c4ccncc4)c(c(c2c(c3C)O)O)NC(=O)/C(=C/C=C/[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
• InChI: InChI=1S/C44H52N4O13/c1-20-11-10-12-21(2)42(56)47-33-28(19-46-48-43(57)27-13-16-45-17-14-27)37(53)30-31(38(33)54)36(52)25(6)40-32(30)41(55)44(8,61-40)59-18-15-29(58-9)22(3)39(60-26(7)49)24(5)35(51)23(4)34(20)50/h10-20,22-24,29,34-35,39,50-54H,1-9H3,(H,47,56)(H,48,57)/b11-10+,18-15+,21-12+,46-19+/t20-,22+,23+,24+,29-,34-,35+,39+,44-/m0/s1
• InChIKey: CKQBSBZAUBPDQB-SKZBPGEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21E)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-26-[(1E)-[(pyridin-4-ylformamido)imino]methyl]-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate
• IUPAC Traditional name: (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21E)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-26-[(1E)-[(pyridin-4-ylformamido)imino]methyl]-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl acetate
• Synonyms: 3-Formyl Rifamycin Isonicotinoyl Hydrazone; 3-(Isonicotinoylhydrazonomethyl) Rifamycin

Database IDs

• PubChem SID: 164227742
• PubChem CID: 20842243

CALCULATED PROPERTIES

• Acid pKa: 7.0294986
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): 3.9326572
• LogD (pH = 7.4): 3.3791583
• Log P: 3.9465601
• Molar Refractivity: 227.8188 cm^3
• Polarizability: 86.61839 Å^3
• Polar Surface Area: 255.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I821780

An impurity of Rifampamycin (R508000).