NAV

4-(Acetylamino)-3-[(Hydroxyacetyl)Amino]Benzoic Acid

Identification

Generic Name
4-(Acetylamino)-3-[(Hydroxyacetyl)Amino]Benzoic Acid
DrugBank Accession Number
DB04565
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 252.2234
Monoisotopic: 252.074621504
Chemical Formula
C11H12N2O5
Synonyms
Not Available
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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
TargetActionsOrganism
UNeuraminidaseNot AvailableInfluenza A virus (strain A/Tokyo/3/1967 H2N2)
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

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
Acetanilides / N-acetylarylamines / Benzoic acids / Benzoyl derivatives / Acetamides / Secondary carboxylic acid amides / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organopnictogen compounds
show 3 more
Substituents
Acetamide / Acetanilide / Acylaminobenzoic acid or derivatives / Alcohol / Anilide / Aromatic homomonocyclic compound / Benzoic acid / Benzoyl / Carbonyl group / Carboxamide group
show 14 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
CRHJDPGLFDNPOA-UHFFFAOYSA-N
InChI
InChI=1S/C11H12N2O5/c1-6(15)12-8-3-2-7(11(17)18)4-9(8)13-10(16)5-14/h2-4,14H,5H2,1H3,(H,12,15)(H,13,16)(H,17,18)
IUPAC Name
4-acetamido-3-(2-hydroxyacetamido)benzoic acid
SMILES
CC(=O)NC1=CC=C(C=C1NC(=O)CO)C(O)=O

References

General References
Not Available
PubChem Compound
446324
PubChem Substance
46506091
ChemSpider
393713
ChEMBL
CHEMBL327097
ZINC
ZINC000003581157
PDBe Ligand
ST5
PDB Entries
1ing

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 Solubility0.788 mg/mLALOGPS
logP-0.38ALOGPS
logP-0.71Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)4.02Chemaxon
pKa (Strongest Basic)-3.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area115.73 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity64.74 m3·mol-1Chemaxon
Polarizability24.3 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.569
Blood Brain Barrier+0.5141
Caco-2 permeable-0.7113
P-glycoprotein substrateNon-substrate0.5563
P-glycoprotein inhibitor INon-inhibitor0.9426
P-glycoprotein inhibitor IINon-inhibitor0.9934
Renal organic cation transporterNon-inhibitor0.9686
CYP450 2C9 substrateNon-substrate0.765
CYP450 2D6 substrateNon-substrate0.8797
CYP450 3A4 substrateNon-substrate0.7062
CYP450 1A2 substrateNon-inhibitor0.9267
CYP450 2C9 inhibitorNon-inhibitor0.8967
CYP450 2D6 inhibitorNon-inhibitor0.9499
CYP450 2C19 inhibitorNon-inhibitor0.8888
CYP450 3A4 inhibitorNon-inhibitor0.9717
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9733
Ames testNon AMES toxic0.5918
CarcinogenicityNon-carcinogens0.8208
BiodegradationReady biodegradable0.5
Rat acute toxicity1.6960 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.995
hERG inhibition (predictor II)Non-inhibitor0.9777
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-MSsplash10-0006-4930000000-956316f1cf9caa5e865e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fi4-0970000000-5f63a3deb0dd837f42e3
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0190000000-3fef66a6f3a8a01f7a01
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002f-0900000000-76433c2bb3446b184445
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000g-3920000000-e97288535f55365ca7a9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0npi-0900000000-7293b7c0a214b3b114d5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fb9-3960000000-39616e319bfd94342e1f
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]-148.22269
predicted
DeepCCS 1.0 (2019)
[M+H]+150.58069
predicted
DeepCCS 1.0 (2019)
[M+Na]+156.67383
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Neuraminidase
Kind
Protein
Organism
Influenza A virus (strain A/Tokyo/3/1967 H2N2)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the removal of terminal sialic acid residues from viral and cellular glycoconjugates. Cleaves off the terminal sialic acids on the glycosylated HA during virus budding to facilitate virus...
Gene Name
NA
Uniprot ID
P06820
Uniprot Name
Neuraminidase
Molecular Weight
52130.36 Da
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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52