2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide
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Identification
- Generic Name
- 2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide
- DrugBank Accession Number
- DB06969
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 480.411
Monoisotopic: 479.094951109 - Chemical Formula
- C21H23Cl2N5O2S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHeat shock protein HSP 90-alpha 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
- Pyrimidinecarboxamides / Thienopyrimidines / Dichlorobenzenes / 2-heteroaryl carboxamides / Phenol ethers / Phenoxy compounds / 2,3,5-trisubstituted thiophenes / Thiophene carboxamides / Alkyl aryl ethers / Aminopyrimidines and derivatives show 12 more
- Substituents
- 1,3-dichlorobenzene / 2,3,5-trisubstituted thiophene / 2-heteroaryl carboxamide / 4-phenylpyrimidine / 5-phenylpyrimidine / Alkyl aryl ether / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound show 33 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- WJUNQSYQHHIVFX-UHFFFAOYSA-N
- InChI
- InChI=1S/C21H23Cl2N5O2S/c1-2-25-19(29)17-10-13-18(26-21(24)27-20(13)31-17)12-9-16(15(23)11-14(12)22)30-8-7-28-5-3-4-6-28/h9-11H,2-8H2,1H3,(H,25,29)(H2,24,26,27)
- IUPAC Name
- 2-amino-4-{2,4-dichloro-5-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide
- SMILES
- CCNC(=O)C1=CC2=C(N=C(N)N=C2S1)C1=C(Cl)C=C(Cl)C(OCCN2CCCC2)=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 25210273
- PubChem Substance
- 99443440
- ChemSpider
- 24629112
- BindingDB
- 33237
- ChEMBL
- CHEMBL563327
- ZINC
- ZINC000036966109
- PDBe Ligand
- 2KL
- PDB Entries
- 2wi7
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 0.00249 mg/mL ALOGPS logP 4.6 ALOGPS logP 4.21 Chemaxon logS -5.3 ALOGPS pKa (Strongest Acidic) 13.9 Chemaxon pKa (Strongest Basic) 8.03 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 93.37 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 125.57 m3·mol-1 Chemaxon Polarizability 49.78 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9059 Caco-2 permeable + 0.5 P-glycoprotein substrate Substrate 0.6836 P-glycoprotein inhibitor I Inhibitor 0.5946 P-glycoprotein inhibitor II Inhibitor 0.6394 Renal organic cation transporter Inhibitor 0.5069 CYP450 2C9 substrate Non-substrate 0.8312 CYP450 2D6 substrate Non-substrate 0.8116 CYP450 3A4 substrate Substrate 0.6702 CYP450 1A2 substrate Inhibitor 0.6687 CYP450 2C9 inhibitor Inhibitor 0.602 CYP450 2D6 inhibitor Non-inhibitor 0.6677 CYP450 2C19 inhibitor Inhibitor 0.5669 CYP450 3A4 inhibitor Non-inhibitor 0.7215 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.874 Ames test Non AMES toxic 0.6081 Carcinogenicity Non-carcinogens 0.8179 Biodegradation Not ready biodegradable 0.9841 Rat acute toxicity 2.5571 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7218 hERG inhibition (predictor II) Inhibitor 0.8716
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-001i-0000900000-d1a51768b0cc5f57e986 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-003r-0002900000-24f5af3c580be29e3aa1 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0079-6000900000-8ee357afdc0dbcfe4f73 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-01qi-0009000000-801ca5d6c62f0bbd1a31 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-001j-9103400000-1e7927a4a6c15837a90a Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0bta-0109100000-c31f16d19cf7a3c98a80 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]- 197.51653 predictedDeepCCS 1.0 (2019) [M+H]+ 199.9121 predictedDeepCCS 1.0 (2019) [M+Na]+ 206.0895 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsHeat shock protein HSP 90-alpha
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Tpr domain binding
- Specific Function
- Molecular chaperone that promotes the maturation, structural maintenance and proper regulation of specific target proteins involved for instance in cell cycle control and signal transduction. Under...
- Gene Name
- HSP90AA1
- Uniprot ID
- P07900
- Uniprot Name
- Heat shock protein HSP 90-alpha
- Molecular Weight
- 84659.015 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 21:18 / Updated at June 12, 2020 16:52