(2s)-2-[(5-Benzofuran-2-Yl-Thiophen-2-Ylmethyl)-(2,4-Dichloro-Benzoyl)-Amino]-3-Phenyl-Propionic Acid

Identification

Generic Name
(2s)-2-[(5-Benzofuran-2-Yl-Thiophen-2-Ylmethyl)-(2,4-Dichloro-Benzoyl)-Amino]-3-Phenyl-Propionic Acid
DrugBank Accession Number
DB02331
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 550.452
Monoisotopic: 549.056834269
Chemical Formula
C29H21Cl2NO4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHepatitis C virus genotype 1b (isolate BK)
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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
Hippuric acids / N-acyl-alpha amino acids / Phenylpropanoic acids / 2-halobenzoic acids and derivatives / 4-halobenzoic acids and derivatives / Amphetamines and derivatives / Benzofurans / Benzoyl derivatives / Dichlorobenzenes / 2,5-disubstituted thiophenes
show 14 more
Substituents
1,3-dichlorobenzene / 2,5-disubstituted thiophene / 2-halobenzoic acid or derivatives / 3-phenylpropanoic-acid / 4-halobenzoic acid or derivatives / Amphetamine or derivatives / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Benzamide
show 33 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YBULOUKTPCHXAL-DEOSSOPVSA-N
InChI
InChI=1S/C29H21Cl2NO4S/c30-20-10-12-22(23(31)16-20)28(33)32(24(29(34)35)14-18-6-2-1-3-7-18)17-21-11-13-27(37-21)26-15-19-8-4-5-9-25(19)36-26/h1-13,15-16,24H,14,17H2,(H,34,35)/t24-/m0/s1
IUPAC Name
(2S)-2-(N-{[5-(1-benzofuran-2-yl)thiophen-2-yl]methyl}-1-(2,4-dichlorophenyl)formamido)-3-phenylpropanoic acid
SMILES
[H][C@@](CC1=CC=CC=C1)(N(CC1=CC=C(S1)C1=CC2=CC=CC=C2O1)C(=O)C1=C(Cl)C=C(Cl)C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
447369
PubChem Substance
46505150
ChemSpider
394493
BindingDB
50126669
ChEMBL
CHEMBL278785
ZINC
ZINC000014880309
PDBe Ligand
154
PDB Entries
1nhv

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 Solubility0.00255 mg/mLALOGPS
logP6.5ALOGPS
logP7.54Chemaxon
logS-5.3ALOGPS
pKa (Strongest Acidic)4.42Chemaxon
pKa (Strongest Basic)-2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area70.75 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity144.88 m3·mol-1Chemaxon
Polarizability56.03 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9859
Blood Brain Barrier+0.8667
Caco-2 permeable-0.572
P-glycoprotein substrateNon-substrate0.614
P-glycoprotein inhibitor INon-inhibitor0.8479
P-glycoprotein inhibitor IINon-inhibitor0.5133
Renal organic cation transporterNon-inhibitor0.7941
CYP450 2C9 substrateNon-substrate0.6624
CYP450 2D6 substrateNon-substrate0.8152
CYP450 3A4 substrateSubstrate0.5501
CYP450 1A2 substrateNon-inhibitor0.5653
CYP450 2C9 inhibitorInhibitor0.6204
CYP450 2D6 inhibitorNon-inhibitor0.8625
CYP450 2C19 inhibitorInhibitor0.6747
CYP450 3A4 inhibitorNon-inhibitor0.7705
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7899
Ames testNon AMES toxic0.7262
CarcinogenicityNon-carcinogens0.826
BiodegradationNot ready biodegradable0.9961
Rat acute toxicity2.5272 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.995
hERG inhibition (predictor II)Non-inhibitor0.722
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0120090000-6b16f82ae7fd09c6631b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0002090000-95b68cfd4400fbae80b0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0320390000-7e86132cdfddccd91770
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-8236190000-a3c0ad24297b17d619de
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-3941040000-980259481f53df256ecd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-9dd8cdeecc70045bce6c
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-212.0608
predicted
DeepCCS 1.0 (2019)
[M+H]+214.45648
predicted
DeepCCS 1.0 (2019)
[M+Na]+220.36978
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Hepatitis C virus genotype 1b (isolate BK)
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
P26663
Uniprot Name
Genome polyprotein
Molecular Weight
327190.435 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 July 02, 2020 13:15