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Identification
NamePimelic Acid
Accession NumberDB01856  (EXPT02618)
TypeSmall Molecule
GroupsExperimental
Description

A group of compounds that are derivatives of heptanedioic acid with the general formula R-C7H11O4. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number111-16-0
WeightAverage: 160.1678
Monoisotopic: 160.073558872
Chemical FormulaC7H12O4
InChI KeyWLJVNTCWHIRURA-UHFFFAOYSA-N
InChI
InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
IUPAC Name
heptanedioic acid
SMILES
OC(=O)CCCCCC(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassDicarboxylic Acids and Derivatives
Direct parentDicarboxylic Acids and Derivatives
Alternative parentsFatty Acids and Conjugates; Polyamines; Enolates; Carboxylic Acids
Substituentsenolate; polyamine; carboxylic acid
Classification descriptionThis compound belongs to the dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.5731
Blood Brain Barrier + 0.7397
Caco-2 permeable - 0.6412
P-glycoprotein substrate Non-substrate 0.6969
P-glycoprotein inhibitor I Non-inhibitor 0.9845
P-glycoprotein inhibitor II Non-inhibitor 0.9229
Renal organic cation transporter Non-inhibitor 0.9359
CYP450 2C9 substrate Non-substrate 0.8447
CYP450 2D6 substrate Non-substrate 0.905
CYP450 3A4 substrate Non-substrate 0.7534
CYP450 1A2 substrate Non-inhibitor 0.9046
CYP450 2C9 substrate Non-inhibitor 0.939
CYP450 2D6 substrate Non-inhibitor 0.9729
CYP450 2C19 substrate Non-inhibitor 0.9762
CYP450 3A4 substrate Non-inhibitor 0.96
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9927
Ames test Non AMES toxic 0.9132
Carcinogenicity Non-carcinogens 0.8382
Biodegradation Ready biodegradable 0.8506
Rat acute toxicity 1.3577 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9348
hERG inhibition (predictor II) Non-inhibitor 0.9602
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point106 °CPhysProp
boiling point342 °CPhysProp
water solubility5E+004 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.61HANSCH,C ET AL. (1995)
pKa4.51 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility13.3ALOGPS
logP0.51ALOGPS
logP0.94ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)4.05ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity37.34 m3·mol-1ChemAxon
Polarizability16.31 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraGC-MSMS/MSLC-MS1D NMR2D NMR
References
Synthesis Reference

Jawad H. Murib, John H. Kahn, “Process for the production of pimelic acid.” U.S. Patent US4888443, issued April, 1970.

US4888443
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC02656
PubChem Compound385
PubChem Substance46509165
ChemSpider376
ChEBI30531
ChEMBL
HETPML
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 2,3,4,5-tetrahydropyridine-2,6-dicarboxylate N-succinyltransferase

Kind: protein

Organism: Unknown prokaryotic organism

Pharmacological action: unknown

Components

Name UniProt ID Details
2,3,4,5-tetrahydropyridine-2,6-dicarboxylate N-succinyltransferase P56220 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16