NAV

3-[(2,4-Dichlorobenzoyl)(Isopropyl)Amino]-5-Phenylthiophene-2-Carboxylic Acid

Identification

Generic Name
3-[(2,4-Dichlorobenzoyl)(Isopropyl)Amino]-5-Phenylthiophene-2-Carboxylic Acid
DrugBank Accession Number
DB03388
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 434.336
Monoisotopic: 433.030619519
Chemical Formula
C21H17Cl2NO3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot Available
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 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
4-halobenzoic acids and derivatives
Alternative Parents
2-halobenzoic acids and derivatives / Benzamides / Thiophene carboxylic acids / 2,3,5-trisubstituted thiophenes / Benzoyl derivatives / Dichlorobenzenes / Aryl chlorides / Vinylogous halides / Vinylogous amides / Tertiary carboxylic acid amides
show 9 more
Substituents
1,3-dichlorobenzene / 2,3,5-trisubstituted thiophene / 2-halobenzoic acid or derivatives / 4-halobenzoic acid or derivatives / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Benzamide / Benzoyl / Carboxamide group
show 22 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
UKNZREOUDLFUFF-UHFFFAOYSA-N
InChI
InChI=1S/C21H17Cl2NO3S/c1-12(2)24(20(25)15-9-8-14(22)10-16(15)23)17-11-18(28-19(17)21(26)27)13-6-4-3-5-7-13/h3-12H,1-2H3,(H,26,27)
IUPAC Name
5-phenyl-3-[N-(propan-2-yl)2,4-dichlorobenzamido]thiophene-2-carboxylic acid
SMILES
CC(C)N(C(=O)C1=C(Cl)C=C(Cl)C=C1)C1=C(SC(=C1)C1=CC=CC=C1)C(O)=O

References

General References
Not Available
PubChem Compound
657065
PubChem Substance
46507061
ChemSpider
571278
BindingDB
50139683
ChEMBL
CHEMBL355048
ZINC
ZINC000012503546
PDBe Ligand
JPC
PDB Entries
1yvz

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 Solubility0.000276 mg/mLALOGPS
logP5.37ALOGPS
logP6.13Chemaxon
logS-6.2ALOGPS
pKa (Strongest Acidic)3.56Chemaxon
pKa (Strongest Basic)-3.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area57.61 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity112.55 m3·mol-1Chemaxon
Polarizability42.65 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9786
Blood Brain Barrier+0.8666
Caco-2 permeable+0.5529
P-glycoprotein substrateNon-substrate0.8527
P-glycoprotein inhibitor INon-inhibitor0.8566
P-glycoprotein inhibitor IINon-inhibitor0.7759
Renal organic cation transporterNon-inhibitor0.9277
CYP450 2C9 substrateNon-substrate0.5217
CYP450 2D6 substrateNon-substrate0.8431
CYP450 3A4 substrateSubstrate0.5418
CYP450 1A2 substrateNon-inhibitor0.6934
CYP450 2C9 inhibitorInhibitor0.6108
CYP450 2D6 inhibitorNon-inhibitor0.9183
CYP450 2C19 inhibitorInhibitor0.684
CYP450 3A4 inhibitorNon-inhibitor0.9635
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7191
Ames testNon AMES toxic0.6907
CarcinogenicityCarcinogens 0.554
BiodegradationNot ready biodegradable0.9951
Rat acute toxicity2.6369 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9987
hERG inhibition (predictor II)Non-inhibitor0.7168
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-1911200000-93fe26d512f92347d482
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0000900000-e69d37abfe9b2105d68b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-1e35ac2cefa5af1d0181
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0012900000-0321fc96f3221e3e3239
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-2029000000-0952fd3734c78b5939bf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dm-1955300000-7b35f258de2cc1b41021
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9001000000-17969ea0b0a7fd149353
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]-192.37459
predicted
DeepCCS 1.0 (2019)
[M+H]+194.73259
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.40096
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Genome polyprotein
Kind
Protein
Organism
Not Available
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
Gene Name
Not Available
Uniprot ID
P26660
Uniprot Name
Genome polyprotein
Molecular Weight
329166.12 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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52