5-(4-CYANOPHENYL)-3-{[(2-METHYLPHENYL)SULFONYL]AMINO}THIOPHENE-2-CARBOXYLIC ACID

Identification

Generic Name
5-(4-CYANOPHENYL)-3-{[(2-METHYLPHENYL)SULFONYL]AMINO}THIOPHENE-2-CARBOXYLIC ACID
DrugBank Accession Number
DB07547
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 398.455
Monoisotopic: 398.039498326
Chemical Formula
C19H14N2O4S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHepatitis C virus subtype 1b
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 benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Benzenesulfonamides
Alternative Parents
Benzenesulfonyl compounds / Thiophene carboxylic acids / 2,3,5-trisubstituted thiophenes / Benzonitriles / Toluenes / Organosulfonamides / Vinylogous amides / Aminosulfonyl compounds / Heteroaromatic compounds / Nitriles
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Substituents
2,3,5-trisubstituted thiophene / Aminosulfonyl compound / Aromatic heteromonocyclic compound / Benzenesulfonamide / Benzenesulfonyl group / Benzonitrile / Carbonitrile / Carboxylic acid / Carboxylic acid derivative / Heteroaromatic compound
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Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RYXAHMSZLLIPRO-UHFFFAOYSA-N
InChI
InChI=1S/C19H14N2O4S2/c1-12-4-2-3-5-17(12)27(24,25)21-15-10-16(26-18(15)19(22)23)14-8-6-13(11-20)7-9-14/h2-10,21H,1H3,(H,22,23)
IUPAC Name
5-(4-cyanophenyl)-3-(2-methylbenzenesulfonamido)thiophene-2-carboxylic acid
SMILES
CC1=CC=CC=C1S(=O)(=O)NC1=C(SC(=C1)C1=CC=C(C=C1)C#N)C(O)=O

References

General References
Not Available
PubChem Compound
9543494
PubChem Substance
99444018
ChemSpider
7822446
ZINC
ZINC000016051916
PDBe Ligand
CCT
PDB Entries
2d3u

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 Solubility0.00406 mg/mLALOGPS
logP3.45ALOGPS
logP4.04Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)3.82Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area107.26 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity102.72 m3·mol-1Chemaxon
Polarizability40.53 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9199
Blood Brain Barrier-0.68
Caco-2 permeable-0.6101
P-glycoprotein substrateNon-substrate0.841
P-glycoprotein inhibitor INon-inhibitor0.8841
P-glycoprotein inhibitor IIInhibitor0.6429
Renal organic cation transporterNon-inhibitor0.9364
CYP450 2C9 substrateSubstrate0.5719
CYP450 2D6 substrateNon-substrate0.8238
CYP450 3A4 substrateNon-substrate0.7368
CYP450 1A2 substrateNon-inhibitor0.7719
CYP450 2C9 inhibitorInhibitor0.5459
CYP450 2D6 inhibitorNon-inhibitor0.9045
CYP450 2C19 inhibitorNon-inhibitor0.5724
CYP450 3A4 inhibitorInhibitor0.5
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5596
Ames testNon AMES toxic0.7604
CarcinogenicityNon-carcinogens0.6349
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.1610 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9889
hERG inhibition (predictor II)Non-inhibitor0.8342
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-MSsplash10-0zfu-5529000000-3d2047b44f3ef5e4de68
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0007-9006000000-483fe244f4d4131e0409
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9010000000-750fd6899e18c5eaf442
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0009000000-a2a37b058bbf09ffb6b4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9113000000-74aa865508c179efd97c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ufr-0059000000-efccbfba0b215038c83c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0914000000-bb5358a27b4d014384b3
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]-185.70511
predicted
DeepCCS 1.0 (2019)
[M+H]+188.0631
predicted
DeepCCS 1.0 (2019)
[M+Na]+194.54054
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Hepatitis C virus subtype 1b
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q99AU2
Uniprot Name
Genome polyprotein
Molecular Weight
327008.345 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 21:23 / Updated at June 12, 2020 16:52