NAV

Methyl [(1E,5R)-5-{3-[(2E,4E)-2,5-dimethyl-2,4-octadienoyl]-2,4-dioxo-3,4-dihydro-2H-pyran-6-yl}hexylidene]carbamate

Identification

Generic Name
Methyl [(1E,5R)-5-{3-[(2E,4E)-2,5-dimethyl-2,4-octadienoyl]-2,4-dioxo-3,4-dihydro-2H-pyran-6-yl}hexylidene]carbamate
DrugBank Accession Number
DB08266
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 417.4953
Monoisotopic: 417.215137729
Chemical Formula
C23H31NO6
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDNA-directed RNA polymerase subunit alphaNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
UDNA-directed RNA polymerase subunit betaNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
UDNA-directed RNA polymerase subunit beta'Not AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
UDNA-directed RNA polymerase subunit omegaNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
URNA polymerase sigma factorNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LTDLIPXLSBMTFP-FSAISGGASA-N
InChI
InChI=1S/C23H31NO6/c1-6-9-15(2)11-12-17(4)21(26)20-18(25)14-19(30-22(20)27)16(3)10-7-8-13-24-23(28)29-5/h11-14,16,20H,6-10H2,1-5H3/b15-11+,17-12+,24-13+/t16-,20?/m1/s1
IUPAC Name
methyl N-[(1E,5R)-5-{3-[(2E,4E)-2,5-dimethylocta-2,4-dienoyl]-2,4-dioxo-3,4-dihydro-2H-pyran-6-yl}hexylidene]carbamate
SMILES
[H]\C(CCC[C@@]([H])(C)C1=CC(=O)C([H])(C(=O)C(\C)=C(/[H])\C(\[H])=C(/C)CCC)C(=O)O1)=N/C(=O)OC

References

General References
Not Available
PubChem Compound
131704307
PubChem Substance
99444737
ChemSpider
26328246
PDBe Ligand
NE6
PDB Entries
3dxj / 5tmf

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00173 mg/mLALOGPS
logP4.39ALOGPS
logP4.54Chemaxon
logS-5.4ALOGPS
pKa (Strongest Acidic)8.7Chemaxon
pKa (Strongest Basic)-2.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area99.1 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity116.4 m3·mol-1Chemaxon
Polarizability45.43 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9303
Blood Brain Barrier+0.8116
Caco-2 permeable+0.519
P-glycoprotein substrateNon-substrate0.5397
P-glycoprotein inhibitor IInhibitor0.769
P-glycoprotein inhibitor IIInhibitor0.8126
Renal organic cation transporterNon-inhibitor0.7462
CYP450 2C9 substrateNon-substrate0.8033
CYP450 2D6 substrateNon-substrate0.8106
CYP450 3A4 substrateSubstrate0.6464
CYP450 1A2 substrateNon-inhibitor0.703
CYP450 2C9 inhibitorNon-inhibitor0.7514
CYP450 2D6 inhibitorNon-inhibitor0.8987
CYP450 2C19 inhibitorNon-inhibitor0.6281
CYP450 3A4 inhibitorNon-inhibitor0.78
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6028
Ames testNon AMES toxic0.5486
CarcinogenicityNon-carcinogens0.8592
BiodegradationNot ready biodegradable0.8437
Rat acute toxicity2.7220 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.856
hERG inhibition (predictor II)Non-inhibitor0.9573
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fr7-1239200000-385913024629a981888a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-1049000000-a0e16c0fada4b7c7e673
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0563-9422100000-acfcdebd05bac65d1df1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a5i-0396000000-656c08b891aa8b7ff599
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-057i-9120000000-a4fb31b245c1808f8fee
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dl-7697100000-c9419b7914d2b5416a43
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-225.13058
predicted
DeepCCS 1.0 (2019)
[M+H]+227.02599
predicted
DeepCCS 1.0 (2019)
[M+Na]+232.66283
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. DNA-directed RNA polymerase subunit alpha
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Dna-directed rna polymerase activity
Specific Function
DNA-dependent RNA polymerase catalyzes the transcription of DNA into RNA using the four ribonucleoside triphosphates as substrates.
Gene Name
rpoA
Uniprot ID
Q5SHR6
Uniprot Name
DNA-directed RNA polymerase subunit alpha
Molecular Weight
35012.91 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. DNA-directed RNA polymerase subunit beta
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Ribonucleoside binding
Specific Function
DNA-dependent RNA polymerase catalyzes the transcription of DNA into RNA using the four ribonucleoside triphosphates as substrates.
Gene Name
rpoB
Uniprot ID
Q8RQE9
Uniprot Name
DNA-directed RNA polymerase subunit beta
Molecular Weight
125263.41 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details3. DNA-directed RNA polymerase subunit beta'
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Dna-directed rna polymerase activity
Specific Function
DNA-dependent RNA polymerase catalyzes the transcription of DNA into RNA using the four ribonucleoside triphosphates as substrates.
Gene Name
rpoC
Uniprot ID
Q8RQE8
Uniprot Name
DNA-directed RNA polymerase subunit beta'
Molecular Weight
170755.075 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details4. DNA-directed RNA polymerase subunit omega
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Dna-directed rna polymerase activity
Specific Function
Promotes RNA polymerase assembly. Latches the N- and C-terminal regions of the beta' subunit thereby facilitating its interaction with the beta and alpha subunits.
Gene Name
rpoZ
Uniprot ID
Q8RQE7
Uniprot Name
DNA-directed RNA polymerase subunit omega
Molecular Weight
11517.26 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details5. RNA polymerase sigma factor
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Transcription factor activity, sequence-specific dna binding
Specific Function
Sigma factors are initiation factors that promote the attachment of RNA polymerase to specific initiation sites and are then released.Sigma factors are initiation factors that promote the attachmen...
Gene Name
sigA
Uniprot ID
Q5SKW1
Uniprot Name
RNA polymerase sigma factor SigA
Molecular Weight
48523.59 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:30 / Updated at June 12, 2020 16:52