(10R,11S,14R,16R,20R,21S,24E)-14,16-dihydroxy-20-[(2R,3R,7S,8R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7-dimethyl-6-oxoundec-10-en-1-yl]-10-methoxy-11,21-dimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaene-12,18-dione

• ChemBase ID: 3491
• Molecular Formular: C44H64N4O13
• Molecular Mass: 856.99796
• Monoisotopic Mass: 856.44698813
• SMILES: CO[C@H](C[C@H]1OC(=O)C[C@H](O)C[C@@H](O)CC(=O)[C@@H](C)[C@H](OC)c2coc(n2)c2coc(n2)c2coc(/C=C/CC[C@@H]1C)n2)[C@H](C)CCC(=O)[C@@H](C)[C@@H](C/C=C/N(C)CO)OC
• Canonical SMILES: CO[C@@H]([C@@H](CCC(=O)[C@H]([C@@H](C/C=C/N(CO)C)OC)C)C)C[C@H]1OC(=O)C[C@H](O)C[C@@H](O)CC(=O)[C@@H](C)[C@H](OC)c2coc(c3nc(c4nc(/C=C/CC[C@@H]1C)oc4)oc3)n2
• InChI: InChI=1S/C44H64N4O13/c1-26-12-9-10-14-40-45-33(23-58-40)43-47-34(24-60-43)44-46-32(22-59-44)42(57-8)29(4)36(53)19-30(50)18-31(51)20-41(54)61-39(26)21-38(56-7)27(2)15-16-35(52)28(3)37(55-6)13-11-17-48(5)25-49/h10-11,14,17,22-24,26-31,37-39,42,49-51H,9,12-13,15-16,18-21,25H2,1-8H3/b14-10+,17-11+/t26-,27+,28+,29+,30+,31+,37+,38+,39+,42+/m0/s1
• InChIKey: VMTDLKOWOZYTPX-CQJHWTDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10R,11S,14R,16R,20R,21S,24E)-14,16-dihydroxy-20-[(2R,3R,7S,8R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7-dimethyl-6-oxoundec-10-en-1-yl]-10-methoxy-11,21-dimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaene-12,18-dione
• IUPAC Traditional name: (10R,11S,14R,16R,20R,21S,24E)-14,16-dihydroxy-20-[(2R,3R,7S,8R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7-dimethyl-6-oxoundec-10-en-1-yl]-10-methoxy-11,21-dimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaene-12,18-dione
• Synonyms: Jaspisamide A

Database IDs

• PubChem SID: 46504632; 160966930
• PubChem CID: 46936806

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.971223
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): 4.2104855
• LogD (pH = 7.4): 4.2447677
• Log P: 4.2452226
• Molar Refractivity: 244.0354 cm^3
• Polarizability: 88.290825 Å^3
• Polar Surface Area: 230.15 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.73
• LOG S: -4.61
• Solubility (Water): 2.13e-02 g/l

DETAILS

DrugBank - DB03850

Drug information: experimental