methyl N-[(1E)-5-{3-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-2-oxo-2H-pyran-6-yl}pent-1-en-1-yl]carbamate

• ChemBase ID: 5851
• Molecular Formular: C23H31NO6
• Molecular Mass: 417.49534
• Monoisotopic Mass: 417.21513772
• SMILES: o1c(=O)c(c(cc1CCC/C=C/NC(=O)OC)O)C(=O)/C(=C/C=C(/CCCC)\C)/C
• Canonical SMILES: CCCC/C(=C/C=C(/C(=O)c1c(O)cc(oc1=O)CCC/C=C/NC(=O)OC)\C)/C
• InChI: InChI=1S/C23H31NO6/c1-5-6-10-16(2)12-13-17(3)21(26)20-19(25)15-18(30-22(20)27)11-8-7-9-14-24-23(28)29-4/h9,12-15,25H,5-8,10-11H2,1-4H3,(H,24,28)/b14-9+,16-12+,17-13+
• InChIKey: QBIHIGNYQFSBGW-NOTXRLOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-[(1E)-5-{3-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-2-oxo-2H-pyran-6-yl}pent-1-en-1-yl]carbamate
• IUPAC Traditional name: methyl N-[(1E)-5-{5-[(2E,4E)-2,5-dimethylnona-2,4-dienoyl]-4-hydroxy-6-oxopyran-2-yl}pent-1-en-1-yl]carbamate
• Synonyms: Myxopyronin B

Database IDs

• PubChem SID: 99444697; 160969278
• PubChem CID: 54699009; 11292977

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7506757
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1880622
• LogD (pH = 7.4): 1.373783
• Log P: 4.8714967
• Molar Refractivity: 119.5879 cm^3
• Polarizability: 44.528645 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.9
• LOG S: -5.23
• Solubility (Water): 2.45e-03 g/l

DETAILS

DrugBank - DB08226

Drug information: experimental