NAV

Acedoben

Identification

Generic Name
Acedoben
DrugBank Accession Number
DB04500
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 179.1727
Monoisotopic: 179.058243159
Chemical Formula
C9H9NO3
Synonyms
  • 4-(Acetylamino)benzoic acid
  • 4-acetamidobenzoic acid
  • 4-Acetylaminobenzoic acid
  • 4-Carboxyacetanilide
  • Acedoben
  • Acedobene
  • Acedobenum
  • N-Acetyl-p-aminobenzoic acid
  • N-Acetyl-PABA
  • p-Acetamidobenzoic acid
  • p-Acetoaminobenzoic acid
  • p-Acetylaminobenzoic acid
  • PAAB
  • Para acetamido benzoic acid
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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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

Products

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Product Ingredients
IngredientUNIICASInChI Key
Acedoben sodiumIO8823D6X729305-16-6QCTHGBUDZUJILN-UHFFFAOYSA-M

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Benzoic acids
Alternative Parents
Benzoyl derivatives / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidic acids / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Aromatic homomonocyclic compound / Benzoic acid / Benzoyl / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic 1,3-dipolar compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
amidobenzoic acid (CHEBI:46171)
Affected organisms
Not Available

Chemical Identifiers

UNII
04Z20NMK31
CAS number
556-08-1
InChI Key
QCXJEYYXVJIFCE-UHFFFAOYSA-N
InChI
InChI=1S/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
IUPAC Name
4-acetamidobenzoic acid
SMILES
CC(=O)NC1=CC=C(C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
19266
PubChem Substance
46507151
ChemSpider
18177
BindingDB
239165
ChEBI
46171
ChEMBL
CHEMBL112687
ZINC
ZINC000000000226
PDBe Ligand
TYZ
Wikipedia
Acedoben
PDB Entries
1w5j / 1w5k / 2bni / 3w8v / 3w92 / 3w93 / 5cug / 5pbd / 5rso

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
PropertyValueSource
melting point (°C)260 dec °CPhysProp
logP1.31HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP0.87Chemaxon
pKa (Strongest Acidic)4.16Chemaxon
pKa (Strongest Basic)-4.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.4 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity48.18 m3·mol-1Chemaxon
Polarizability17.81 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9371
Blood Brain Barrier+0.9775
Caco-2 permeable+0.6494
P-glycoprotein substrateNon-substrate0.8334
P-glycoprotein inhibitor INon-inhibitor0.9851
P-glycoprotein inhibitor IINon-inhibitor0.9757
Renal organic cation transporterNon-inhibitor0.9612
CYP450 2C9 substrateNon-substrate0.7476
CYP450 2D6 substrateNon-substrate0.8191
CYP450 3A4 substrateNon-substrate0.721
CYP450 1A2 substrateNon-inhibitor0.8922
CYP450 2C9 inhibitorNon-inhibitor0.9751
CYP450 2D6 inhibitorNon-inhibitor0.9747
CYP450 2C19 inhibitorNon-inhibitor0.955
CYP450 3A4 inhibitorNon-inhibitor0.9904
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9908
Ames testNon AMES toxic0.9413
CarcinogenicityNon-carcinogens0.6659
BiodegradationReady biodegradable0.7375
Rat acute toxicity1.1615 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9933
hERG inhibition (predictor II)Non-inhibitor0.9829
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (8.2 KB)
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-445c0565a0278a703551
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-017i-0900000000-3386f0f7ec55116283fe
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-16119be871a66ddc4945
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-f1c0a8e2224a5140869a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01b9-4900000000-9d9cc9f0bee0d9546e24
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-3900000000-799c7dcd0486e21ae6e6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-008i-0900000000-f84fa329122c43f071bf
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00o0-0900000000-3944a9f36e605fe9a729
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00l6-6900000000-69f4bee0ebcf429b40ad
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-e5785383bec734aad73a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03k9-9800000000-9487958e5bf992458196
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-9700000000-d24767ab9bfb31b3c525
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]-145.3396551
predicted
DarkChem Lite v0.1.0
[M-H]-145.4743551
predicted
DarkChem Lite v0.1.0
[M-H]-134.26854
predicted
DeepCCS 1.0 (2019)
[M-H]-145.3396551
predicted
DarkChem Lite v0.1.0
[M-H]-145.4743551
predicted
DarkChem Lite v0.1.0
[M-H]-134.26854
predicted
DeepCCS 1.0 (2019)
[M+H]+146.6147551
predicted
DarkChem Lite v0.1.0
[M+H]+146.4395551
predicted
DarkChem Lite v0.1.0
[M+H]+137.93697
predicted
DeepCCS 1.0 (2019)
[M+H]+146.6147551
predicted
DarkChem Lite v0.1.0
[M+H]+146.4395551
predicted
DarkChem Lite v0.1.0
[M+H]+137.93697
predicted
DeepCCS 1.0 (2019)
[M+Na]+145.8921551
predicted
DarkChem Lite v0.1.0
[M+Na]+145.9005551
predicted
DarkChem Lite v0.1.0
[M+Na]+147.26138
predicted
DeepCCS 1.0 (2019)
[M+Na]+145.8921551
predicted
DarkChem Lite v0.1.0
[M+Na]+145.9005551
predicted
DarkChem Lite v0.1.0
[M+Na]+147.26138
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at February 21, 2021 18:51