(R)-Bicalutamide
Star1
Identification
- Generic Name
- (R)-Bicalutamide
- DrugBank Accession Number
- DB02932
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 430.373
Monoisotopic: 430.061040456 - Chemical Formula
- C18H14F4N2O4S
- Synonyms
- (-)-Bicalutamide
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAndrogen receptor Not Available Humans - 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 trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Trifluoromethylbenzenes
- Direct Parent
- Trifluoromethylbenzenes
- Alternative Parents
- Anilides / Benzenesulfonyl compounds / Benzonitriles / N-arylamides / Fluorobenzenes / Aryl fluorides / Tertiary alcohols / Sulfones / Secondary carboxylic acid amides / Nitriles show 6 more
- Substituents
- Alcohol / Alkyl fluoride / Alkyl halide / Anilide / Aromatic homomonocyclic compound / Aryl fluoride / Aryl halide / Benzenesulfonyl group / Benzonitrile / Carbonitrile show 22 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- sulfone, monocarboxylic acid amide, nitrile, monofluorobenzenes, (trifluoromethyl)benzenes (CHEBI:3090)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Z9DL98I0AF
- CAS number
- 113299-40-4
- InChI Key
- LKJPYSCBVHEWIU-KRWDZBQOSA-N
- InChI
- InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m0/s1
- IUPAC Name
- (2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-hydroxy-2-methylpropanamide
- SMILES
- C[C@](O)(CS(=O)(=O)C1=CC=C(F)C=C1)C(=O)NC1=CC(=C(C=C1)C#N)C(F)(F)F
References
- General References
- Not Available
- External Links
- PubChem Compound
- 56069
- PubChem Substance
- 46506892
- ChemSpider
- 50614
- BindingDB
- 18678
- ChEBI
- 39589
- ChEMBL
- CHEMBL63560
- ZINC
- ZINC000000538564
- PDBe Ligand
- 198
- Wikipedia
- Bicalutamide
- PDB Entries
- 1z95 / 4fia / 4la0 / 4ojb / 4ok1 / 4okb / 4okt / 4okw / 4okx / 4olm
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 0.00928 mg/mL ALOGPS logP 2.7 ALOGPS logP 2.71 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 11.78 Chemaxon pKa (Strongest Basic) -4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 107.26 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 96.59 m3·mol-1 Chemaxon Polarizability 37.05 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 + 0.9471 Blood Brain Barrier + 0.859 Caco-2 permeable - 0.6085 P-glycoprotein substrate Non-substrate 0.6741 P-glycoprotein inhibitor I Non-inhibitor 0.7171 P-glycoprotein inhibitor II Non-inhibitor 0.9178 Renal organic cation transporter Non-inhibitor 0.9572 CYP450 2C9 substrate Non-substrate 0.6883 CYP450 2D6 substrate Non-substrate 0.8087 CYP450 3A4 substrate Non-substrate 0.5536 CYP450 1A2 substrate Non-inhibitor 0.8513 CYP450 2C9 inhibitor Non-inhibitor 0.6246 CYP450 2D6 inhibitor Non-inhibitor 0.8683 CYP450 2C19 inhibitor Inhibitor 0.7976 CYP450 3A4 inhibitor Inhibitor 0.7879 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5662 Ames test Non AMES toxic 0.7134 Carcinogenicity Non-carcinogens 0.6067 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.4383 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9959 hERG inhibition (predictor II) Non-inhibitor 0.8759
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 185.78569 predictedDeepCCS 1.0 (2019) [M+H]+ 188.18126 predictedDeepCCS 1.0 (2019) [M+Na]+ 194.09378 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsAndrogen receptor
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
- Gene Name
- AR
- Uniprot ID
- P10275
- Uniprot Name
- Androgen receptor
- Molecular Weight
- 98987.9 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52