p-Chlorobenzoic acid

Identification

Name
p-Chlorobenzoic acid
Accession Number
DB03728  (EXPT00054)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 4-chlorobenzoic acid
  • Chlorodracylic acid
External IDs
NSC-32738
Categories
UNII
IC7888DF4L
CAS number
74-11-3
Weight
Average: 156.566
Monoisotopic: 155.997807111
Chemical Formula
C7H5ClO2
InChI Key
XRHGYUZYPHTUJZ-UHFFFAOYSA-N
InChI
InChI=1S/C7H5ClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
IUPAC Name
4-chlorobenzoic acid
SMILES
OC(=O)C1=CC=C(Cl)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U4-chlorobenzoyl CoA ligaseNot AvailableAlcaligenes sp. AL3007
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C02370
PubChem Compound
6318
PubChem Substance
46508956
ChemSpider
6079
BindingDB
50405318
ChEBI
30747
ChEMBL
CHEMBL618
HET
174
PDB Entries
1t5d / 3dlp

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
PropertyValueSource
melting point (°C)243 °CPhysProp
water solubility72 mg/L (at 25 °C)STEPHEN,H & STEPHEN,T (1963)
logP2.65HANSCH,C ET AL. (1995)
logS-3.31ADME Research, USCD
pKa3.98 (at 25 °C)PEARCE,PJ & SIMKINS,RJJ (1968)
Predicted Properties
PropertyValueSource
Water Solubility1.1 mg/mLALOGPS
logP2.22ALOGPS
logP2.23ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)4.07ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.12 m3·mol-1ChemAxon
Polarizability14.26 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9896
Blood Brain Barrier+0.9719
Caco-2 permeable+0.8776
P-glycoprotein substrateNon-substrate0.8592
P-glycoprotein inhibitor INon-inhibitor0.9931
P-glycoprotein inhibitor IINon-inhibitor0.9959
Renal organic cation transporterNon-inhibitor0.9134
CYP450 2C9 substrateNon-substrate0.8068
CYP450 2D6 substrateNon-substrate0.9432
CYP450 3A4 substrateNon-substrate0.768
CYP450 1A2 substrateNon-inhibitor0.5302
CYP450 2C9 inhibitorNon-inhibitor0.8216
CYP450 2D6 inhibitorNon-inhibitor0.925
CYP450 2C19 inhibitorNon-inhibitor0.8698
CYP450 3A4 inhibitorNon-inhibitor0.948
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9819
Ames testNon AMES toxic0.9777
CarcinogenicityNon-carcinogens0.5509
BiodegradationNot ready biodegradable0.6629
Rat acute toxicity2.2812 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.96
hERG inhibition (predictor II)Non-inhibitor0.9814
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
GC-MS Spectrum - EI-BGC-MSsplash10-06ri-3900000000-6cb8a1e870e9cbb239fd
GC-MS Spectrum - EI-BGC-MSsplash10-0bti-4900000000-77e4728242ff5dcde92a
GC-MS Spectrum - EI-BGC-MSsplash10-0a4r-1900000000-8a1d52e9becc013212f2
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
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-0900000000-809f995c3958ed948436
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-03di-0900000000-f764c8de8a004541cd1e
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-03di-2900000000-fcefbb15e968ad589407
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00kr-9400000000-5d65f2685ec93502e88f
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-9100000000-49976959905bd57ad60a

Taxonomy

Description
This compound belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Halobenzoic acids
Alternative Parents
4-halobenzoic acids / Benzoic acids / Benzoyl derivatives / Chlorobenzenes / Aryl chlorides / Monocarboxylic acids and derivatives / Carboxylic acids / Organooxygen compounds / Organochlorides / Organic oxides
show 1 more
Substituents
4-halobenzoic acid or derivatives / 4-halobenzoic acid / Halobenzoic acid / Benzoic acid / Benzoyl / Halobenzene / Chlorobenzene / Aryl halide / Aryl chloride / Monocarboxylic acid or derivatives
show 9 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
monochlorobenzoic acid (CHEBI:30747)

Targets

Kind
Protein
Organism
Alcaligenes sp. AL3007
Pharmacological action
Unknown
General Function
Nucleotide binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q8GN86
Uniprot Name
4-chlorobenzoyl CoA ligase
Molecular Weight
54319.855 Da

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:42