3-Nitro-4-(2-Oxo-Pyrrolidin-1-Yl)-Benzenesulfonamide

Identification

Name
3-Nitro-4-(2-Oxo-Pyrrolidin-1-Yl)-Benzenesulfonamide
Accession Number
DB04394  (EXPT02892)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 285.276
Monoisotopic: 285.041941167
Chemical Formula
C10H11N3O5S
InChI Key
FPCPYSKJIRSWIG-UHFFFAOYSA-N
InChI
InChI=1S/C10H11N3O5S/c11-19(17,18)7-3-4-8(9(6-7)13(15)16)12-5-1-2-10(12)14/h3-4,6H,1-2,5H2,(H2,11,17,18)
IUPAC Name
3-nitro-4-(2-oxopyrrolidin-1-yl)benzene-1-sulfonamide
SMILES
NS(=O)(=O)C1=CC=C(N2CCCC2=O)C(=C1)[N+]([O-])=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarbonic anhydrase 2Not AvailableHuman
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
PubChem Compound
3092847
PubChem Substance
46505576
ChemSpider
2348736
BindingDB
13073
ChEMBL
CHEMBL121291
HET
SG1
PDB Entries
1kwq

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.634 mg/mLALOGPS
logP0.32ALOGPS
logP-0.15ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)9.78ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area126.29 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.41 m3·mol-1ChemAxon
Polarizability25.88 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9839
Blood Brain Barrier+0.9261
Caco-2 permeable-0.6153
P-glycoprotein substrateNon-substrate0.7022
P-glycoprotein inhibitor INon-inhibitor0.9118
P-glycoprotein inhibitor IINon-inhibitor0.8981
Renal organic cation transporterNon-inhibitor0.816
CYP450 2C9 substrateNon-substrate0.7753
CYP450 2D6 substrateNon-substrate0.8188
CYP450 3A4 substrateNon-substrate0.5299
CYP450 1A2 substrateNon-inhibitor0.7649
CYP450 2C9 inhibitorInhibitor0.5082
CYP450 2D6 inhibitorNon-inhibitor0.818
CYP450 2C19 inhibitorInhibitor0.5668
CYP450 3A4 inhibitorNon-inhibitor0.6993
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6874
Ames testNon AMES toxic0.5204
CarcinogenicityNon-carcinogens0.7438
BiodegradationNot ready biodegradable0.9174
Rat acute toxicity2.3578 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9147
hERG inhibition (predictor II)Non-inhibitor0.7998
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-MSNot Available
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrrolidines
Sub Class
Phenylpyrrolidines
Direct Parent
Phenylpyrrolidines
Alternative Parents
Benzenesulfonamides / Benzenesulfonyl compounds / Nitrobenzenes / Nitroaromatic compounds / Pyrrolidine-2-ones / Organosulfonamides / Tertiary carboxylic acid amides / Pyrroles / Aminosulfonyl compounds / Lactams
show 9 more
Substituents
1-phenylpyrrolidine / Benzenesulfonamide / Benzenesulfonyl group / Nitrobenzene / Nitroaromatic compound / Monocyclic benzene moiety / Organosulfonic acid amide / 2-pyrrolidone / Benzenoid / Pyrrolidone
show 27 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. Carbonic anhydrase 2
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
Molecular Weight
29245.895 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. [PubMed:17139284]
  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. [PubMed:17016423]
  3. 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:27