4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid
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Identification
- Generic Name
- 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid
- DrugBank Accession Number
- DB08581
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 411.29
Monoisotopic: 410.084119881 - Chemical Formula
- C18H23BrN2O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGenome polyprotein Not Available Hepatitis 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 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 / Acylaminobenzoic acid and derivatives / 3-halobenzoic acids and derivatives / Anilides / Benzamides / N-arylamides / Bromobenzenes / Aryl bromides / Fatty amides / Vinylogous amides show 10 more
- Substituents
- 1-benzoylpiperidine / 3-halobenzoic acid or derivatives / Acylaminobenzoic acid or derivatives / Anilide / Aromatic heteromonocyclic compound / Aryl bromide / Aryl halide / Azacycle / Benzamide / Benzoic acid or derivatives show 27 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
- JSVSGWHGYIDZFX-TXEJJXNPSA-N
- InChI
- InChI=1S/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+
- IUPAC Name
- 3-({4-bromo-2-[(3R,5S)-3,5-dimethylpiperidine-1-carbonyl]phenyl}carbamoyl)propanoic acid
- SMILES
- [H][C@]1(C)CN(C[C@@]([H])(C)C1)C(=O)C1=CC(Br)=CC=C1NC(=O)CCC(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 24764442
- PubChem Substance
- 99445052
- ChemSpider
- 23315495
- ChEMBL
- CHEMBL256528
- ZINC
- ZINC000024978147
- PDBe Ligand
- SX5
- PDB Entries
- 3cj4
Clinical Trials
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
Property Value Source Water Solubility 0.0232 mg/mL ALOGPS logP 2.7 ALOGPS logP 3.33 Chemaxon logS -4.2 ALOGPS pKa (Strongest Acidic) 3.04 Chemaxon pKa (Strongest Basic) -1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 86.71 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 99.39 m3·mol-1 Chemaxon Polarizability 39.27 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.5576 Blood Brain Barrier - 0.8015 Caco-2 permeable - 0.6243 P-glycoprotein substrate Substrate 0.6537 P-glycoprotein inhibitor I Inhibitor 0.5405 P-glycoprotein inhibitor II Non-inhibitor 0.5097 Renal organic cation transporter Non-inhibitor 0.802 CYP450 2C9 substrate Non-substrate 0.8501 CYP450 2D6 substrate Non-substrate 0.7976 CYP450 3A4 substrate Substrate 0.6001 CYP450 1A2 substrate Non-inhibitor 0.8813 CYP450 2C9 inhibitor Non-inhibitor 0.8219 CYP450 2D6 inhibitor Non-inhibitor 0.8652 CYP450 2C19 inhibitor Non-inhibitor 0.7476 CYP450 3A4 inhibitor Non-inhibitor 0.7742 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8 Ames test Non AMES toxic 0.8147 Carcinogenicity Non-carcinogens 0.9006 Biodegradation Not ready biodegradable 0.9701 Rat acute toxicity 2.2544 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.961 hERG inhibition (predictor II) Inhibitor 0.5178
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-08fu-0019200000-38b972bf2eeef73a9545 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4m-0009100000-9068a1437d7dc1f5b3ed Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0bt9-0109000000-9368b69a622544e2a081 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4j-9453100000-86a81ce2478ce6494541 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-1009000000-578ba84a6ff35e46bed3 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-002e-9520000000-c294aed5012c7804c00e Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 185.76723 predictedDeepCCS 1.0 (2019) [M+H]+ 188.16278 predictedDeepCCS 1.0 (2019) [M+Na]+ 194.24634 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsGenome 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
- 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 21:33 / Updated at June 12, 2020 16:52