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Identification
NameNitrilotriacetic Acid
Accession NumberDB03040  (EXPT02390)
TypeSmall Molecule
GroupsExperimental
Description

A derivative of acetic acid, N(CH2COOH)3. It is a complexing (sequestering) agent that forms stable complexes with Zn2+. (From Miall's Dictionary of Chemistry, 5th ed.)

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 191.1388
Monoisotopic: 191.042987025
Chemical FormulaC6H9NO6
InChI KeyMGFYIUFZLHCRTH-UHFFFAOYSA-N
InChI
InChI=1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13)
IUPAC Name
2-[bis(carboxymethyl)amino]acetic acid
SMILES
OC(=O)CN(CC(O)=O)CC(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsTricarboxylic Acids and Derivatives; Polyols; Tertiary Amines; Polyamines; Enolates; Carboxylic Acids
Substituentspolyol; tertiary amine; enolate; polyamine; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
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 - 0.6349
Blood Brain Barrier + 0.5294
Caco-2 permeable - 0.5832
P-glycoprotein substrate Non-substrate 0.6426
P-glycoprotein inhibitor I Non-inhibitor 0.9762
P-glycoprotein inhibitor II Non-inhibitor 0.9587
Renal organic cation transporter Non-inhibitor 0.9015
CYP450 2C9 substrate Non-substrate 0.8326
CYP450 2D6 substrate Non-substrate 0.8717
CYP450 3A4 substrate Non-substrate 0.7577
CYP450 1A2 substrate Non-inhibitor 0.8886
CYP450 2C9 substrate Non-inhibitor 0.9616
CYP450 2D6 substrate Non-inhibitor 0.891
CYP450 2C19 substrate Non-inhibitor 0.9402
CYP450 3A4 substrate Non-inhibitor 0.9562
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.988
Ames test Non AMES toxic 0.9258
Carcinogenicity Non-carcinogens 0.6724
Biodegradation Not ready biodegradable 0.6697
Rat acute toxicity 2.2087 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9271
hERG inhibition (predictor II) Non-inhibitor 0.9609
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility31.7ALOGPS
logP-0.98ALOGPS
logP-2.1ChemAxon
logS-0.78ALOGPS
pKa (Strongest Acidic)1.78ChemAxon
pKa (Strongest Basic)5.58ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area115.14 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity38.24 m3·mol-1ChemAxon
Polarizability16.12 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound8758
PubChem Substance46504710
ChEBI44557
ChEMBL
HETNTA
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Lactotransferrin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Lactotransferrin P02788 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
  3. 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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:19