5'-ACETYL-4-{[(2,4-DIMETHYLPHENYL)SULFONYL]AMINO}-2,2'-BITHIOPHENE-5-CARBOXYLIC ACID

Identification

Generic Name
5'-ACETYL-4-{[(2,4-DIMETHYLPHENYL)SULFONYL]AMINO}-2,2'-BITHIOPHENE-5-CARBOXYLIC ACID
DrugBank Accession Number
DB08556
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 435.537
Monoisotopic: 435.026884729
Chemical Formula
C19H17NO5S3
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 bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Bi- and oligothiophenes
Sub Class
Not Available
Direct Parent
Bi- and oligothiophenes
Alternative Parents
Benzenesulfonamides / Benzenesulfonyl compounds / m-Xylenes / Thiophene carboxylic acids / 2,3,5-trisubstituted thiophenes / Aryl alkyl ketones / 2,5-disubstituted thiophenes / Organosulfonamides / Vinylogous amides / Aminosulfonyl compounds
show 7 more
Substituents
2,3,5-trisubstituted thiophene / 2,5-disubstituted thiophene / Aminosulfonyl compound / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Aryl ketone / Benzenesulfonamide / Benzenesulfonyl group / Benzenoid / Bithiophene
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
CMHHNHDPPWDNAH-UHFFFAOYSA-N
InChI
InChI=1S/C19H17NO5S3/c1-10-4-7-17(11(2)8-10)28(24,25)20-13-9-16(27-18(13)19(22)23)15-6-5-14(26-15)12(3)21/h4-9,20H,1-3H3,(H,22,23)
IUPAC Name
5'-acetyl-4-(2,4-dimethylbenzenesulfonamido)-[2,2'-bithiophene]-5-carboxylic acid
SMILES
CC(=O)C1=CC=C(S1)C1=CC(NS(=O)(=O)C2=CC=C(C)C=C2C)=C(S1)C(O)=O

References

General References
Not Available
PubChem Compound
9543496
PubChem Substance
99445027
ChemSpider
7822448
ZINC
ZINC000016051918
PDBe Ligand
SNH
PDB Entries
2d41

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 Solubility0.0093 mg/mLALOGPS
logP3.45ALOGPS
logP4.17Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)3.8Chemaxon
pKa (Strongest Basic)-7.8Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area100.54 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity109.12 m3·mol-1Chemaxon
Polarizability43.68 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9521
Blood Brain Barrier-0.6526
Caco-2 permeable-0.6274
P-glycoprotein substrateNon-substrate0.874
P-glycoprotein inhibitor INon-inhibitor0.8786
P-glycoprotein inhibitor IIInhibitor0.5136
Renal organic cation transporterNon-inhibitor0.9558
CYP450 2C9 substrateNon-substrate0.572
CYP450 2D6 substrateNon-substrate0.8351
CYP450 3A4 substrateNon-substrate0.7037
CYP450 1A2 substrateNon-inhibitor0.7603
CYP450 2C9 inhibitorNon-inhibitor0.5994
CYP450 2D6 inhibitorNon-inhibitor0.9087
CYP450 2C19 inhibitorNon-inhibitor0.6555
CYP450 3A4 inhibitorNon-inhibitor0.5098
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5686
Ames testNon AMES toxic0.7805
CarcinogenicityNon-carcinogens0.5768
BiodegradationNot ready biodegradable0.991
Rat acute toxicity2.1966 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9858
hERG inhibition (predictor II)Non-inhibitor0.8531
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-MSsplash10-014i-4975300000-79dc68da60718a015254
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kr-0800900000-8a509ea1e32aa2e91e8b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001m-0009600000-a053fa1432babc4812c1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-3950200000-966f0f75546510306e4f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-5e863a87b446816ab49d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-056r-9321200000-f679c25c2ce290edcb96
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0239200000-e35ddaa0b71d9c7f29cf
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]-187.80037
predicted
DeepCCS 1.0 (2019)
[M+H]+190.15837
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.78288
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 21:32 / Updated at June 12, 2020 16:52