NAV

2-{[(4-CHLOROPHENOXY)ACETYL]AMINO}BENZOIC ACID

Identification

Generic Name
2-{[(4-CHLOROPHENOXY)ACETYL]AMINO}BENZOIC ACID
DrugBank Accession Number
DB07185
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 305.713
Monoisotopic: 305.045485584
Chemical Formula
C15H12ClNO4
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHepatitis C virus subtype 1b
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Acylaminobenzoic acid and derivatives
Alternative Parents
Anilides / Benzoic acids / Phenoxy compounds / Phenol ethers / N-arylamides / Benzoyl derivatives / Alkyl aryl ethers / Chlorobenzenes / Aryl chlorides / Vinylogous amides
show 8 more
Substituents
Acylaminobenzoic acid or derivatives / Alkyl aryl ether / Anilide / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Benzoic acid / Benzoyl / Carbonyl group / Carboxamide group
show 20 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LXSDGQYDSDIUPN-UHFFFAOYSA-N
InChI
InChI=1S/C15H12ClNO4/c16-10-5-7-11(8-6-10)21-9-14(18)17-13-4-2-1-3-12(13)15(19)20/h1-8H,9H2,(H,17,18)(H,19,20)
IUPAC Name
2-[2-(4-chlorophenoxy)acetamido]benzoic acid
SMILES
OC(=O)C1=C(NC(=O)COC2=CC=C(Cl)C=C2)C=CC=C1

References

General References
Not Available
PubChem Compound
708990
PubChem Substance
99443656
ChemSpider
618218
ChEMBL
CHEMBL227439
ZINC
ZINC000000098226
PDBe Ligand
617
PDB Entries
2qe5

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 Solubility0.0137 mg/mLALOGPS
logP2.5ALOGPS
logP3.64Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)3.56Chemaxon
pKa (Strongest Basic)-4.9Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area75.63 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity78.94 m3·mol-1Chemaxon
Polarizability29.95 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.5199
Blood Brain Barrier+0.5291
Caco-2 permeable-0.6183
P-glycoprotein substrateNon-substrate0.6986
P-glycoprotein inhibitor INon-inhibitor0.764
P-glycoprotein inhibitor IINon-inhibitor0.6593
Renal organic cation transporterNon-inhibitor0.9097
CYP450 2C9 substrateNon-substrate0.7276
CYP450 2D6 substrateNon-substrate0.859
CYP450 3A4 substrateSubstrate0.5279
CYP450 1A2 substrateNon-inhibitor0.584
CYP450 2C9 inhibitorInhibitor0.7315
CYP450 2D6 inhibitorNon-inhibitor0.9382
CYP450 2C19 inhibitorInhibitor0.6227
CYP450 3A4 inhibitorNon-inhibitor0.9204
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5741
Ames testNon AMES toxic0.8767
CarcinogenicityNon-carcinogens0.8603
BiodegradationNot ready biodegradable0.9226
Rat acute toxicity2.2656 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9835
hERG inhibition (predictor II)Non-inhibitor0.7855
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-MSsplash10-01w4-4940000000-014ead830e6d35bf2add
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-05p9-0953000000-e282ca570f066ac7ff2e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kr-0950000000-bdc0d5b3788baefee16c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014u-0940000000-79483d974dbd03bf4521
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01b9-0900000000-09ec565985eef7dd3b4c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00e9-0900000000-c50fd3f38ed45b788dd2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00si-5900000000-92d9d0f789f7be679fc6
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]-166.44464
predicted
DeepCCS 1.0 (2019)
[M+H]+168.80263
predicted
DeepCCS 1.0 (2019)
[M+Na]+174.8958
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Genome polyprotein
Kind
Protein
Organism
Hepatitis C virus subtype 1b
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q99AU2
Uniprot Name
Genome polyprotein
Molecular Weight
327008.345 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 15, 2010 21:19 / Updated at June 12, 2020 16:52