NAV

Atpenin A5

Identification

Generic Name
Atpenin A5
DrugBank Accession Number
DB04631
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 366.237
Monoisotopic: 365.079678201
Chemical Formula
C15H21Cl2NO5
Synonyms
  • 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethyl-1-oxohexyl]-4-hydroxy-5,6-dimethoxy-2(1H)-pyridinone
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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
USuccinate dehydrogenase iron-sulfur subunitNot AvailableEscherichia coli (strain K12)
USuccinate dehydrogenase cytochrome b556 subunitNot AvailableEscherichia coli (strain K12)
USuccinate dehydrogenase hydrophobic membrane anchor subunitNot AvailableEscherichia coli (strain K12)
USuccinate dehydrogenase flavoprotein subunitNot AvailableEscherichia coli (strain K12)
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Aryl alkyl ketones
Alternative Parents
Pyridinones / Hydroxypyridines / Dihydropyridines / Alkyl aryl ethers / Vinylogous amides / Vinylogous acids / Heteroaromatic compounds / Lactams / Azacyclic compounds / Organopnictogen compounds
show 5 more
Substituents
Alkyl aryl ether / Alkyl chloride / Alkyl halide / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Azacycle / Dihydropyridine / Ether / Heteroaromatic compound / Hydrocarbon derivative
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
119509-24-9
InChI Key
OVULNOOPECCZRG-CIUDSAMLSA-N
InChI
InChI=1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1
IUPAC Name
3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one
SMILES
[H][C@](C)(C[C@]([H])(C)[C@@]([H])(Cl)CCl)C(=O)C1=C(O)C(OC)=C(NC1=O)OC

References

General References
Not Available
PubChem Compound
54676868
PubChem Substance
46504865
ChemSpider
170826
ChEMBL
CHEMBL1081615
ZINC
ZINC000014262625
PDBe Ligand
AT5
PDB Entries
2acz / 3aee / 3vra / 6mys / 6myt

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 Solubility0.0303 mg/mLALOGPS
logP2.13ALOGPS
logP2.64Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)7.45Chemaxon
pKa (Strongest Basic)-4.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area84.86 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity99.1 m3·mol-1Chemaxon
Polarizability34.9 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9632
Blood Brain Barrier+0.7076
Caco-2 permeable-0.5718
P-glycoprotein substrateNon-substrate0.5125
P-glycoprotein inhibitor INon-inhibitor0.9383
P-glycoprotein inhibitor IIInhibitor0.5115
Renal organic cation transporterNon-inhibitor0.9342
CYP450 2C9 substrateNon-substrate0.7636
CYP450 2D6 substrateNon-substrate0.7922
CYP450 3A4 substrateSubstrate0.5659
CYP450 1A2 substrateNon-inhibitor0.6572
CYP450 2C9 inhibitorNon-inhibitor0.8972
CYP450 2D6 inhibitorNon-inhibitor0.8402
CYP450 2C19 inhibitorNon-inhibitor0.7183
CYP450 3A4 inhibitorNon-inhibitor0.6986
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8765
Ames testNon AMES toxic0.7127
CarcinogenicityNon-carcinogens0.9112
BiodegradationNot ready biodegradable0.9867
Rat acute toxicity2.4446 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9929
hERG inhibition (predictor II)Non-inhibitor0.8416
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00kb-2894000000-0ad307a05fdc67833735
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0109000000-64169816808994bf361c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-8ebed0b363b301e648d1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-1549000000-cfea690655bfde83c9ea
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-1094000000-69f8d6d9e993faa94231
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001j-1892000000-1d439b2cffac1937e7ce
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003i-9861000000-5919ac4a58a58e92ef14
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]-188.2272013
predicted
DarkChem Lite v0.1.0
[M-H]-180.9969
predicted
DeepCCS 1.0 (2019)
[M+H]+189.1872013
predicted
DarkChem Lite v0.1.0
[M+H]+183.39247
predicted
DeepCCS 1.0 (2019)
[M+Na]+188.4502013
predicted
DarkChem Lite v0.1.0
[M+Na]+189.305
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Succinate dehydrogenase iron-sulfur subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase (ubiquinone) activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
sdhB
Uniprot ID
P07014
Uniprot Name
Succinate dehydrogenase iron-sulfur subunit
Molecular Weight
26769.545 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. Succinate dehydrogenase cytochrome b556 subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Ubiquinone binding
Specific Function
Membrane-anchoring subunit of succinate dehydrogenase (SDH).
Gene Name
sdhC
Uniprot ID
P69054
Uniprot Name
Succinate dehydrogenase cytochrome b556 subunit
Molecular Weight
14299.03 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. Succinate dehydrogenase hydrophobic membrane anchor subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Membrane-anchoring subunit of succinate dehydrogenase (SDH).
Gene Name
sdhD
Uniprot ID
P0AC44
Uniprot Name
Succinate dehydrogenase hydrophobic membrane anchor subunit
Molecular Weight
12867.44 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. Succinate dehydrogenase flavoprotein subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
sdhA
Uniprot ID
P0AC41
Uniprot Name
Succinate dehydrogenase flavoprotein subunit
Molecular Weight
64421.385 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 11, 2007 17:49 / Updated at June 12, 2020 16:52