NAV

5-BROMO-2-{[(4-CHLOROPHENYL)SULFONYL]AMINO}BENZOIC ACID

Identification

Generic Name
5-BROMO-2-{[(4-CHLOROPHENYL)SULFONYL]AMINO}BENZOIC ACID
DrugBank Accession Number
DB07309
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 390.637
Monoisotopic: 388.912418825
Chemical Formula
C13H9BrClNO4S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMethionine aminopeptidase 2Not AvailableHumans
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
3-halobenzoic acids / Benzenesulfonamides / Halobenzoic acids / Benzenesulfonyl compounds / Benzoic acids / Benzoyl derivatives / Bromobenzenes / Chlorobenzenes / Aryl bromides / Aryl chlorides
show 12 more
Substituents
3-halobenzoic acid / 3-halobenzoic acid or derivatives / Aminosulfonyl compound / Aromatic homomonocyclic compound / Aryl bromide / Aryl chloride / Aryl halide / Benzenesulfonamide / Benzenesulfonyl group / Benzoic acid
show 27 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
WU438K8EAL
CAS number
Not Available
InChI Key
JDVLYAYDIMUAAC-UHFFFAOYSA-N
InChI
InChI=1S/C13H9BrClNO4S/c14-8-1-6-12(11(7-8)13(17)18)16-21(19,20)10-4-2-9(15)3-5-10/h1-7,16H,(H,17,18)
IUPAC Name
5-bromo-2-(4-chlorobenzenesulfonamido)benzoic acid
SMILES
OC(=O)C1=C(NS(=O)(=O)C2=CC=C(Cl)C=C2)C=CC(Br)=C1

References

General References
Not Available
PubChem Compound
1069140
PubChem Substance
99443780
ChemSpider
912074
BindingDB
17595
ChEMBL
CHEMBL212522
ZINC
ZINC000000754636
PDBe Ligand
A19
PDB Entries
2ga2

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 Solubility0.0075 mg/mLALOGPS
logP3.48ALOGPS
logP3.49Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)3.87Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area83.47 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity82.57 m3·mol-1Chemaxon
Polarizability31.95 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9295
Blood Brain Barrier-0.6387
Caco-2 permeable-0.5774
P-glycoprotein substrateNon-substrate0.9116
P-glycoprotein inhibitor INon-inhibitor0.9096
P-glycoprotein inhibitor IINon-inhibitor0.9244
Renal organic cation transporterNon-inhibitor0.9338
CYP450 2C9 substrateNon-substrate0.612
CYP450 2D6 substrateNon-substrate0.8526
CYP450 3A4 substrateNon-substrate0.6999
CYP450 1A2 substrateNon-inhibitor0.7194
CYP450 2C9 inhibitorNon-inhibitor0.7206
CYP450 2D6 inhibitorNon-inhibitor0.9142
CYP450 2C19 inhibitorNon-inhibitor0.6987
CYP450 3A4 inhibitorNon-inhibitor0.85
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6995
Ames testNon AMES toxic0.8087
CarcinogenicityNon-carcinogens0.6965
BiodegradationNot ready biodegradable0.9964
Rat acute toxicity2.2845 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9625
hERG inhibition (predictor II)Non-inhibitor0.879
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-MSsplash10-00di-0923000000-cb852e4b57cc8f8968b1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-6f2ecdb5fef92478ceb2
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-e5ffb6b5643d06b31046
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-217a0fe577c663b2a91d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004l-9005000000-acd6aa5759e168d967c1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0921000000-65699c7608d1c28afb1b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003r-9000000000-e56f4499e20049baf57e
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]-169.10551
predicted
DeepCCS 1.0 (2019)
[M+H]+171.46352
predicted
DeepCCS 1.0 (2019)
[M+Na]+178.11769
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Methionine aminopeptidase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Poly(a) rna binding
Specific Function
Cotranslationally removes the N-terminal methionine from nascent proteins. The N-terminal methionine is often cleaved when the second residue in the primary sequence is small and uncharged (Met-Ala...
Gene Name
METAP2
Uniprot ID
P50579
Uniprot Name
Methionine aminopeptidase 2
Molecular Weight
52891.145 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 21:20 / Updated at June 12, 2020 16:52