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Identification
Name1-Aminocyclopropanecarboxylic Acid
Accession NumberDB02085  (EXPT00065)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number22059-21-8
WeightAverage: 101.1039
Monoisotopic: 101.047678473
Chemical FormulaC4H7NO2
InChI KeyPAJPWUMXBYXFCZ-UHFFFAOYSA-N
InChI
InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
IUPAC Name
1-aminocyclopropane-1-carboxylic acid
SMILES
NC1(CC1)C(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • D-alpha-amino acid
  • 1-aminocyclopropane-1-carboxylic acid or derivatives
  • Cyclopropanecarboxylic acid or derivatives
  • Cyclopropanecarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
PropertyValueProbability
Human Intestinal Absorption+0.8158
Blood Brain Barrier+0.8236
Caco-2 permeable-0.611
P-glycoprotein substrateNon-substrate0.6972
P-glycoprotein inhibitor INon-inhibitor0.9921
P-glycoprotein inhibitor IINon-inhibitor0.9927
Renal organic cation transporterNon-inhibitor0.944
CYP450 2C9 substrateNon-substrate0.823
CYP450 2D6 substrateNon-substrate0.8582
CYP450 3A4 substrateNon-substrate0.7249
CYP450 1A2 substrateNon-inhibitor0.9265
CYP450 2C9 substrateNon-inhibitor0.9399
CYP450 2D6 substrateNon-inhibitor0.9683
CYP450 2C19 substrateNon-inhibitor0.9418
CYP450 3A4 substrateNon-inhibitor0.9305
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9888
Ames testNon AMES toxic0.8466
CarcinogenicityNon-carcinogens0.8423
BiodegradationReady biodegradable0.7264
Rat acute toxicity2.2509 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9958
hERG inhibition (predictor II)Non-inhibitor0.9776
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
logP-2.78TSAI,RS ET AL. (1991)
pKa2.73TSAI,RS ET AL. (1991)
Predicted Properties
PropertyValueSource
Water Solubility437.0 mg/mLALOGPS
logP-3ALOGPS
logP-2.7ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)2.2ChemAxon
pKa (Strongest Basic)9.35ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.25 m3·mol-1ChemAxon
Polarizability9.6 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraGC-MSMS/MS
References
Synthesis Reference

Wolfgang Kleemiss, Marcel Feld, “Process for the preparation of 1-aminocyclopropanecarboxylic acid hydrochloride.” U.S. Patent US5569781, issued October 29, 1996.

US5569781
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 1-aminocyclopropane-1-carboxylate deaminase

Kind: protein

Organism: Pseudomonas sp. (strain ACP)

Pharmacological action: unknown

Components

Name UniProt ID Details
1-aminocyclopropane-1-carboxylate deaminase Q00740 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 17:17