NAV

4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline

Identification

Generic Name
4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline
DrugBank Accession Number
DB08580
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 393.705
Monoisotopic: 392.029103562
Chemical Formula
C18H18BrClN2O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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 anthranilamides. These are aromatic compound containing a benzene carboxamide moiety that carries an amine group at the 2-position of the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Anthranilamides
Alternative Parents
2-aminobenzamides / 3-halobenzoic acids and derivatives / Aniline and substituted anilines / N-acylpyrrolidines / Benzoyl derivatives / Chlorobenzenes / Bromobenzenes / Aryl bromides / Aryl chlorides / Vinylogous amides
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Substituents
2-aminobenzamide / 3-halobenzoic acid or derivatives / Amine / Amino acid or derivatives / Aminobenzamide / Aminobenzoic acid or derivatives / Aniline or substituted anilines / Anthranilamide / Aromatic heteromonocyclic compound / Aryl bromide
show 26 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
JEGGWFHNKPRKTO-CQSZACIVSA-N
InChI
InChI=1S/C18H18BrClN2O/c19-13-7-8-17(21)15(11-13)18(23)22-9-3-5-14(22)10-12-4-1-2-6-16(12)20/h1-2,4,6-8,11,14H,3,5,9-10,21H2/t14-/m1/s1
IUPAC Name
4-bromo-2-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidine-1-carbonyl]aniline
SMILES
[H][C@]1(CC2=C(Cl)C=CC=C2)CCCN1C(=O)C1=CC(Br)=CC=C1N

References

General References
Not Available
PubChem Compound
24764441
PubChem Substance
99445051
ChemSpider
25057086
ZINC
ZINC000024978144
PDBe Ligand
SX4
PDB Entries
3cj3

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 Solubility0.00261 mg/mLALOGPS
logP4.45ALOGPS
logP4.94Chemaxon
logS-5.2ALOGPS
pKa (Strongest Basic)2.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area46.33 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity98.64 m3·mol-1Chemaxon
Polarizability36.82 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9903
Blood Brain Barrier+0.9905
Caco-2 permeable-0.5983
P-glycoprotein substrateNon-substrate0.7243
P-glycoprotein inhibitor INon-inhibitor0.5451
P-glycoprotein inhibitor IIInhibitor0.8135
Renal organic cation transporterInhibitor0.6524
CYP450 2C9 substrateNon-substrate0.8113
CYP450 2D6 substrateNon-substrate0.7903
CYP450 3A4 substrateSubstrate0.5984
CYP450 1A2 substrateInhibitor0.8588
CYP450 2C9 inhibitorInhibitor0.5593
CYP450 2D6 inhibitorInhibitor0.6207
CYP450 2C19 inhibitorInhibitor0.8746
CYP450 3A4 inhibitorInhibitor0.8788
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9264
Ames testNon AMES toxic0.655
CarcinogenicityNon-carcinogens0.8296
BiodegradationNot ready biodegradable0.9953
Rat acute toxicity2.5565 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9027
hERG inhibition (predictor II)Inhibitor0.7584
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-MSsplash10-0002-4920000000-b8e81da939dfb8bc7075
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0209000000-1a90cc3639767c859a87
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0309000000-f1ce23e8b7279406ad26
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0209000000-aa86d07c16875ede3081
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0095-1912000000-e5d0916de1cc0a44a3be
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-cee8245a8ceda91b5cfa
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003r-9010000000-0911fcc4075563675550
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]-166.24815
predicted
DeepCCS 1.0 (2019)
[M+H]+168.60616
predicted
DeepCCS 1.0 (2019)
[M+Na]+175.4398
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Genome polyprotein
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. 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