4-[(METHYLSULFONYL)AMINO]BENZOIC ACID

Identification

Generic Name
4-[(METHYLSULFONYL)AMINO]BENZOIC ACID
DrugBank Accession Number
DB07114
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 215.226
Monoisotopic: 215.025228471
Chemical Formula
C8H9NO4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBeta-lactamaseNot AvailableEscherichia coli (strain K12)
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 sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Sulfanilides
Direct Parent
Sulfanilides
Alternative Parents
Benzoic acids / Benzoyl derivatives / Organosulfonamides / Organic sulfonamides / Aminosulfonyl compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds
show 2 more
Substituents
Aminosulfonyl compound / Aromatic homomonocyclic compound / Benzoic acid / Benzoic acid or derivatives / Benzoyl / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic nitrogen compound
show 12 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
UHN43WS7FF
CAS number
Not Available
InChI Key
SROHFTOYGFCJAF-UHFFFAOYSA-N
InChI
InChI=1S/C8H9NO4S/c1-14(12,13)9-7-4-2-6(3-5-7)8(10)11/h2-5,9H,1H3,(H,10,11)
IUPAC Name
4-methanesulfonamidobenzoic acid
SMILES
CS(=O)(=O)NC1=CC=C(C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
250653
PubChem Substance
99443585
ChemSpider
219537
BindingDB
50324680
ChEMBL
CHEMBL339996
ZINC
ZINC000000340465
PDBe Ligand
4MB
PDB Entries
2hds / 5rsv / 7ft9 / 7gq7

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 Solubility4.8 mg/mLALOGPS
logP0.86ALOGPS
logP0.004Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)4.5Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area83.47 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity50 m3·mol-1Chemaxon
Polarizability20.12 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9808
Blood Brain Barrier+0.9125
Caco-2 permeable-0.6072
P-glycoprotein substrateNon-substrate0.8833
P-glycoprotein inhibitor INon-inhibitor0.9728
P-glycoprotein inhibitor IINon-inhibitor0.9743
Renal organic cation transporterNon-inhibitor0.9572
CYP450 2C9 substrateNon-substrate0.7143
CYP450 2D6 substrateNon-substrate0.8731
CYP450 3A4 substrateNon-substrate0.7175
CYP450 1A2 substrateNon-inhibitor0.8313
CYP450 2C9 inhibitorNon-inhibitor0.8237
CYP450 2D6 inhibitorNon-inhibitor0.9429
CYP450 2C19 inhibitorNon-inhibitor0.8002
CYP450 3A4 inhibitorNon-inhibitor0.9873
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9526
Ames testNon AMES toxic0.7846
CarcinogenicityNon-carcinogens0.741
BiodegradationNot ready biodegradable0.9783
Rat acute toxicity1.8788 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9352
hERG inhibition (predictor II)Non-inhibitor0.931
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-MSsplash10-00ks-2910000000-5bce779a153142475add
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-3090000000-7ce6641451a71302d022
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03k9-0690000000-96d929636d9f603e78d5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-3900000000-8ccabca422f0a981d72a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01dj-5950000000-e4f1a7977de3a8e87f20
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00mo-9300000000-63224a9f1865839cadaa
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0l6r-8900000000-32fbd1ac383ab719dc59
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]-153.6717696
predicted
DarkChem Lite v0.1.0
[M-H]-139.31894
predicted
DeepCCS 1.0 (2019)
[M+H]+141.67694
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.09242
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Beta-lactamase activity
Specific Function
This protein is a serine beta-lactamase with a substrate specificity for cephalosporins.
Gene Name
ampC
Uniprot ID
P00811
Uniprot Name
Beta-lactamase
Molecular Weight
41555.3 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 21:18 / Updated at June 12, 2020 16:52