4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}aniline

Identification

Name
4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}aniline
Accession Number
DB08579
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 311.217
Monoisotopic: 310.068075887
Chemical Formula
C14H19BrN2O
InChI Key
IUPOWBZLJSPZFT-AOOOYVTPSA-N
InChI
InChI=1S/C14H19BrN2O/c1-9-5-10(2)8-17(7-9)14(18)12-6-11(15)3-4-13(12)16/h3-4,6,9-10H,5,7-8,16H2,1-2H3/t9-,10+
IUPAC Name
4-bromo-2-[(3R,5S)-3,5-dimethylpiperidine-1-carbonyl]aniline
SMILES
[H][C@]1(C)CN(C[C@@]([H])(C)C1)C(=O)C1=CC(Br)=CC=C1N

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
24764440
PubChem Substance
99445050
ChemSpider
23315593
ChEMBL
CHEMBL402626
PDBe Ligand
SX3
PDB Entries
3cj2

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.206 mg/mLALOGPS
logP3.18ALOGPS
logP3.44ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)2.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.33 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity78.34 m3·mol-1ChemAxon
Polarizability30.01 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9749
Blood Brain Barrier+0.9861
Caco-2 permeable+0.5391
P-glycoprotein substrateNon-substrate0.572
P-glycoprotein inhibitor INon-inhibitor0.7135
P-glycoprotein inhibitor IINon-inhibitor0.6626
Renal organic cation transporterNon-inhibitor0.6546
CYP450 2C9 substrateNon-substrate0.875
CYP450 2D6 substrateNon-substrate0.7066
CYP450 3A4 substrateSubstrate0.5984
CYP450 1A2 substrateNon-inhibitor0.5535
CYP450 2C9 inhibitorNon-inhibitor0.5336
CYP450 2D6 inhibitorInhibitor0.5663
CYP450 2C19 inhibitorNon-inhibitor0.506
CYP450 3A4 inhibitorNon-inhibitor0.522
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8198
Ames testNon AMES toxic0.7191
CarcinogenicityNon-carcinogens0.7873
BiodegradationNot ready biodegradable0.9844
Rat acute toxicity2.3870 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9778
hERG inhibition (predictor II)Inhibitor0.7635
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as 1-benzoylpiperidines. These are compounds containing a piperidine ring substituted at the 1-position with a benzoyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl derivatives
Direct Parent
1-benzoylpiperidines
Alternative Parents
N-benzoylpiperidines / 2-aminobenzamides / 3-halobenzoic acids and derivatives / Anthranilamides / Aniline and substituted anilines / Bromobenzenes / Aryl bromides / Vinylogous amides / Tertiary carboxylic acid amides / Amino acids and derivatives
show 7 more
Substituents
N-benzoylpiperidine / 1-benzoylpiperidine / Aminobenzamide / Anthranilamide / Aminobenzoic acid or derivatives / 2-aminobenzamide / 3-halobenzoic acid or derivatives / Halobenzoic acid or derivatives / Benzamide / Benzoic acid or derivatives
show 26 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

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. [PubMed:10592235]

Drug created on September 15, 2010 15:32 / Updated on March 01, 2020 20:20

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