METHYL 3-CHLORO-2-{3-[(2,5-DIHYDROXY-4-METHOXYPHENYL)AMINO]-3-OXOPROPYL}-4,6-DIHYDROXYBENZOATE
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Identification
- Generic Name
- METHYL 3-CHLORO-2-{3-[(2,5-DIHYDROXY-4-METHOXYPHENYL)AMINO]-3-OXOPROPYL}-4,6-DIHYDROXYBENZOATE
- DrugBank Accession Number
- DB08464
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 411.79
Monoisotopic: 411.072094264 - Chemical Formula
- C18H18ClNO8
- 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-beta Not Available Humans UEndoplasmin 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 p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- p-Hydroxybenzoic acid alkyl esters
- Alternative Parents
- o-Hydroxybenzoic acid esters / Salicylic acid and derivatives / Methoxyphenols / 3-halobenzoic acids and derivatives / Anilides / Methoxyanilines / Benzoyl derivatives / Anisoles / Hydroquinones / Methoxybenzenes show 19 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 2-chlorophenol / 2-halophenol / 3-halobenzoic acid or derivatives / 4-chlorophenol / 4-halophenol / Alkyl aryl ether / Anilide / Anisole / Aromatic homomonocyclic compound show 39 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- GUVWEHNRWHNDRF-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H18ClNO8/c1-27-14-7-10(21)9(5-11(14)22)20-15(25)4-3-8-16(18(26)28-2)12(23)6-13(24)17(8)19/h5-7,21-24H,3-4H2,1-2H3,(H,20,25)
- IUPAC Name
- methyl 3-chloro-2-{2-[(2,5-dihydroxy-4-methoxyphenyl)carbamoyl]ethyl}-4,6-dihydroxybenzoate
- SMILES
- COC(=O)C1=C(CCC(=O)NC2=C(O)C=C(OC)C(O)=C2)C(Cl)=C(O)C=C1O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11373270
- PubChem Substance
- 99444935
- ChemSpider
- 9548187
- ZINC
- ZINC000024798681
- PDBe Ligand
- RDA
- PDB Entries
- 2fxs / 2gfd
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 0.0399 mg/mL ALOGPS logP 2.53 ALOGPS logP 3.38 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) 7.04 Chemaxon pKa (Strongest Basic) -4.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 145.55 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 101.46 m3·mol-1 Chemaxon Polarizability 39.28 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 - 0.844 Blood Brain Barrier - 0.7534 Caco-2 permeable - 0.6833 P-glycoprotein substrate Substrate 0.5107 P-glycoprotein inhibitor I Non-inhibitor 0.8439 P-glycoprotein inhibitor II Non-inhibitor 0.752 Renal organic cation transporter Non-inhibitor 0.9281 CYP450 2C9 substrate Non-substrate 0.6973 CYP450 2D6 substrate Non-substrate 0.8542 CYP450 3A4 substrate Substrate 0.6508 CYP450 1A2 substrate Non-inhibitor 0.7207 CYP450 2C9 inhibitor Non-inhibitor 0.6886 CYP450 2D6 inhibitor Non-inhibitor 0.9194 CYP450 2C19 inhibitor Non-inhibitor 0.6256 CYP450 3A4 inhibitor Non-inhibitor 0.8387 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5291 Ames test Non AMES toxic 0.875 Carcinogenicity Non-carcinogens 0.9325 Biodegradation Not ready biodegradable 0.9693 Rat acute toxicity 2.5249 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9663 hERG inhibition (predictor II) Non-inhibitor 0.7265
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-003r-0059200000-aa6c4969036d7689863a Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0m90-0946300000-13875027c6f93ddf72c4 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0gx0-0119000000-139377b68ac5ce5d5c75 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0f79-2901000000-313afcaccb395f6c4466 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-002e-0968000000-e2e6703bc9a3176db1f3 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-9110000000-c87275acebfb6d3b237e 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]- 183.3719 predictedDeepCCS 1.0 (2019) [M+H]+ 185.7299 predictedDeepCCS 1.0 (2019) [M+Na]+ 192.39377 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsHeat shock protein HSP 90-beta
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Utp 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
- HSP90AB1
- Uniprot ID
- P08238
- Uniprot Name
- Heat shock protein HSP 90-beta
- Molecular Weight
- 83263.475 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]
2. DetailsEndoplasmin
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Virion binding
- Specific Function
- Molecular chaperone that functions in the processing and transport of secreted proteins. When associated with CNPY3, required for proper folding of Toll-like receptors (By similarity). Functions in...
- Gene Name
- HSP90B1
- Uniprot ID
- P14625
- Uniprot Name
- Endoplasmin
- Molecular Weight
- 92468.06 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 21:32 / Updated at June 12, 2020 16:52