(3R,4R)-1-{6-[3-(METHYLSULFONYL)PHENYL]PYRIMIDIN-4-YL}-4-(2,4,5-TRIFLUOROPHENYL)PIPERIDIN-3-AMINE
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Identification
- Generic Name
- (3R,4R)-1-{6-[3-(METHYLSULFONYL)PHENYL]PYRIMIDIN-4-YL}-4-(2,4,5-TRIFLUOROPHENYL)PIPERIDIN-3-AMINE
- DrugBank Accession Number
- DB08164
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 462.488
Monoisotopic: 462.133731241 - Chemical Formula
- C22H21F3N4O2S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UDipeptidyl peptidase 4 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 phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Diazines
- Sub Class
- Pyrimidines and pyrimidine derivatives
- Direct Parent
- Phenylpyrimidines
- Alternative Parents
- Phenylpiperidines / Benzenesulfonyl compounds / Dialkylarylamines / Aminopiperidines / Aminopyrimidines and derivatives / Aralkylamines / Fluorobenzenes / Aryl fluorides / Imidolactams / Sulfones show 7 more
- Substituents
- 3-aminopiperidine / 4-phenylpyrimidine / 5-phenylpyrimidine / Amine / Aminopyrimidine / Aralkylamine / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide / Azacycle show 23 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- organofluorine compound, aminopyrimidine, aminopiperidine, heteroarylpiperidine (CHEBI:43835)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- GOBIXGZJSMAOFV-QRWLVFNGSA-N
- InChI
- InChI=1S/C22H21F3N4O2S/c1-32(30,31)14-4-2-3-13(7-14)21-10-22(28-12-27-21)29-6-5-15(20(26)11-29)16-8-18(24)19(25)9-17(16)23/h2-4,7-10,12,15,20H,5-6,11,26H2,1H3/t15-,20+/m1/s1
- IUPAC Name
- (3R,4R)-1-[6-(3-methanesulfonylphenyl)pyrimidin-4-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-amine
- SMILES
- [H][C@]1(N)CN(CC[C@]1([H])C1=CC(F)=C(F)C=C1F)C1=NC=NC(=C1)C1=CC=CC(=C1)S(C)(=O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 16058650
- PubChem Substance
- 99444635
- ChemSpider
- 17218369
- BindingDB
- 15518
- ChEMBL
- CHEMBL1234200
- ZINC
- ZINC000014958825
- PDBe Ligand
- MA9
- PDB Entries
- 2oqv
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 0.0119 mg/mL ALOGPS logP 2.52 ALOGPS logP 3.22 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 16.19 Chemaxon pKa (Strongest Basic) 9.48 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 89.18 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 116.61 m3·mol-1 Chemaxon Polarizability 44.84 Å3 Chemaxon Number of Rings 4 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 + 0.9773 Blood Brain Barrier + 0.9343 Caco-2 permeable - 0.5689 P-glycoprotein substrate Substrate 0.6597 P-glycoprotein inhibitor I Non-inhibitor 0.7634 P-glycoprotein inhibitor II Non-inhibitor 0.9745 Renal organic cation transporter Non-inhibitor 0.6149 CYP450 2C9 substrate Non-substrate 0.759 CYP450 2D6 substrate Non-substrate 0.7417 CYP450 3A4 substrate Non-substrate 0.5128 CYP450 1A2 substrate Non-inhibitor 0.6395 CYP450 2C9 inhibitor Non-inhibitor 0.6467 CYP450 2D6 inhibitor Non-inhibitor 0.6891 CYP450 2C19 inhibitor Non-inhibitor 0.5119 CYP450 3A4 inhibitor Inhibitor 0.507 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5272 Ames test Non AMES toxic 0.6223 Carcinogenicity Non-carcinogens 0.8343 Biodegradation Not ready biodegradable 0.9965 Rat acute toxicity 2.5731 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9208 hERG inhibition (predictor II) Inhibitor 0.8035
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0000900000-be7715e4f93935cecf96 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-1020900000-b397f9d0e83415ec5ab9 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03dj-0002900000-5f17a329be40fb224e43 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-03fr-3000900000-390059851b9ac7d8ea23 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-07bb-0195600000-561180b415476ede3711 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-03fs-3592500000-dc3d94293faf7bd5dd1f 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]- 203.27318 predictedDeepCCS 1.0 (2019) [M+H]+ 205.66875 predictedDeepCCS 1.0 (2019) [M+Na]+ 211.58128 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsDipeptidyl peptidase 4
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Virus receptor activity
- Specific Function
- Cell surface glycoprotein receptor involved in the costimulatory signal essential for T-cell receptor (TCR)-mediated T-cell activation. Acts as a positive regulator of T-cell coactivation, by bindi...
- Gene Name
- DPP4
- Uniprot ID
- P27487
- Uniprot Name
- Dipeptidyl peptidase 4
- Molecular Weight
- 88277.935 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 21:29 / Updated at June 12, 2020 16:52