2-AMINO-4-CHLORO-3-HYDROXYBENZOIC ACID

Identification

Name
2-AMINO-4-CHLORO-3-HYDROXYBENZOIC ACID
Accession Number
DB04598
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 187.58
Monoisotopic: 187.00362077
Chemical Formula
C7H6ClNO3
InChI Key
VWEPFJPQZFIOAU-UHFFFAOYSA-N
InChI
InChI=1S/C7H6ClNO3/c8-4-2-1-3(7(11)12)5(9)6(4)10/h1-2,10H,9H2,(H,11,12)
IUPAC Name
2-amino-4-chloro-3-hydroxybenzoic acid
SMILES
NC1=C(C=CC(Cl)=C1O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U3-hydroxyanthranilate 3,4-dioxygenaseNot AvailableRalstonia metallidurans (strain CH34 / ATCC 43123 / DSM 2839)
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
114947
PubChem Substance
46506832
ChemSpider
102886
ChEMBL
CHEMBL1230244
ZINC
ZINC000006091734
PDBe Ligand
4AA
PDB Entries
1yfw / 1yfx / 6bvq / 6bvs / 6d61

Clinical Trials

Clinical Trials
Not Available

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 Solubility1.86 mg/mLALOGPS
logP1.62ALOGPS
logP1.75ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.56ChemAxon
pKa (Strongest Basic)1.53ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity44.8 m3·mol-1ChemAxon
Polarizability16.43 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8796
Blood Brain Barrier-0.8537
Caco-2 permeable-0.5779
P-glycoprotein substrateNon-substrate0.8098
P-glycoprotein inhibitor INon-inhibitor0.9833
P-glycoprotein inhibitor IINon-inhibitor0.9942
Renal organic cation transporterNon-inhibitor0.9533
CYP450 2C9 substrateNon-substrate0.7965
CYP450 2D6 substrateNon-substrate0.859
CYP450 3A4 substrateNon-substrate0.7137
CYP450 1A2 substrateInhibitor0.5534
CYP450 2C9 inhibitorNon-inhibitor0.7494
CYP450 2D6 inhibitorNon-inhibitor0.9374
CYP450 2C19 inhibitorNon-inhibitor0.7858
CYP450 3A4 inhibitorNon-inhibitor0.8058
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8764
Ames testNon AMES toxic0.8994
CarcinogenicityNon-carcinogens0.8088
BiodegradationNot ready biodegradable0.8951
Rat acute toxicity1.8349 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9506
hERG inhibition (predictor II)Non-inhibitor0.9375
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. These are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Hydroxybenzoic acid derivatives
Alternative Parents
4-halobenzoic acids / Aminobenzoic acids / Halobenzoic acids / Benzoic acids / o-Aminophenols / Aniline and substituted anilines / Benzoyl derivatives / O-chlorophenols / 1-hydroxy-4-unsubstituted benzenoids / Chlorobenzenes
show 11 more
Substituents
Aminobenzoic acid / Hydroxybenzoic acid / 4-halobenzoic acid or derivatives / Aminobenzoic acid or derivatives / Halobenzoic acid or derivatives / 4-halobenzoic acid / Halobenzoic acid / Benzoic acid / 2-chlorophenol / O-aminophenol
show 28 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Ralstonia metallidurans (strain CH34 / ATCC 43123 / DSM 2839)
Pharmacological action
Unknown
General Function
Iron ion binding
Specific Function
Catalyzes the oxidative ring opening of 3-hydroxyanthranilate to 2-amino-3-carboxymuconate semialdehyde, which spontaneously cyclizes to quinolinate.
Gene Name
nbaC
Uniprot ID
Q1LCS4
Uniprot Name
3-hydroxyanthranilate 3,4-dioxygenase
Molecular Weight
20027.475 Da

Drug created on September 11, 2007 11:48 / Updated on June 12, 2020 10:52

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