3-hydroxy-6-[(9-hydroxy-2-{[4-hydroxy-5-({[4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl]oxy}amino)-3-({4-methoxy-5-[(propan-2-yl)amino]oxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-12-[(methoxycarbonyl)amino]-13-{2-[(methylsulfanyl)disulfanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl)oxy]-2-methyloxan-4-yl 4,5-dimethoxy-2-(2-methoxyprop-2-enamido)benzoate

• ChemBase ID: 127302
• Molecular Formular: C59H80N4O22S4
• Molecular Mass: 1325.5401
• Monoisotopic Mass: 1324.41470422
• SMILES: O=C(C(=C)OC)Nc1cc(OC)c(OC)cc1C(=O)OC1CC(OC(C)C1O)OC1C(=O)C(=C2/C(=C/CSSSC)/C1(O)C#CC=CC#CC2OC1OC(C)C(NOC2OC(C)C(SC)C(O)C2)C(O)C1OC1OCC(NC(C)C)C(OC)C1)NC(=O)OC
• Canonical SMILES: CSSSC/C=C\1/C2=C(NC(=O)OC)C(=O)C(C1(O)C#CC=CC#CC2OC1OC(C)C(C(C1OC1OCC(C(C1)OC)NC(C)C)O)NOC1CC(O)C(C(O1)C)SC)OC1OC(C)C(C(C1)OC(=O)c1cc(OC)c(cc1NC(=O)C(=C)OC)OC)O
• InChI: InChI=1S/C59H80N4O22S4/c1-28(2)60-36-27-77-43(25-39(36)73-8)83-52-50(66)47(63-85-45-24-37(64)53(86-12)31(5)79-45)29(3)80-57(52)82-38-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(38)48(62-58(70)76-11)51(67)54(59)84-44-26-42(49(65)30(4)78-44)81-56(69)33-22-40(74-9)41(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-39,42-45,47,49-50,52-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)
• InChIKey: LJQQFQHBKUKHIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-6-[(9-hydroxy-2-{[4-hydroxy-5-({[4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl]oxy}amino)-3-({4-methoxy-5-[(propan-2-yl)amino]oxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-12-[(methoxycarbonyl)amino]-13-{2-[(methylsulfanyl)disulfanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl)oxy]-2-methyloxan-4-yl 4,5-dimethoxy-2-(2-methoxyprop-2-enamido)benzoate
• IUPAC Traditional name: 3-hydroxy-6-[(9-hydroxy-2-{[4-hydroxy-5-({[4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl]oxy}amino)-3-{[5-(isopropylamino)-4-methoxyoxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-12-[(methoxycarbonyl)amino]-13-{2-[(methylsulfanyl)disulfanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl)oxy]-2-methyloxan-4-yl 4,5-dimethoxy-2-(2-methoxyprop-2-enamido)benzoate
• Synonyms: Esperamicin

Database IDs

• CAS Number: 99674-26-7
• PubChem SID: 162221623
• PubChem CID: 71308195; 6435576
• CHEMBL: 449274
• Chemspider ID: 4940320
• Wikipedia Title: Esperamicin

CALCULATED PROPERTIES

• Acid pKa: 10.941143
• H Acceptors: 22
• H Donor: 8
• LogD (pH = 5.5): 2.1510472
• LogD (pH = 7.4): 3.4113636
• Log P: 5.339266
• Molar Refractivity: 342.5767 cm^3
• Polarizability: 130.8311 Å^3
• Polar Surface Area: 326.54 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false