N-{[(2S,3S)-3-(Ethoxycarbonyl)-2-oxiranyl]carbonyl}-L-threonyl-L-isoleucine
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Identification
- Generic Name
- N-{[(2S,3S)-3-(Ethoxycarbonyl)-2-oxiranyl]carbonyl}-L-threonyl-L-isoleucine
- DrugBank Accession Number
- DB04579
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 374.3862
Monoisotopic: 374.168915818 - Chemical Formula
- C16H26N2O8
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCathepsin B 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 peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Peptides
- Alternative Parents
- Isoleucine and derivatives / N-acyl-alpha amino acids / Methyl-branched fatty acids / Hydroxy fatty acids / Epoxy fatty acids / Oxirane carboxylic acids / Dicarboxylic acids and derivatives / Secondary alcohols / Carboxylic acid esters / Propargyl-type 1,3-dipolar organic compounds show 9 more
- Substituents
- Alcohol / Aliphatic heteromonocyclic compound / Alpha peptide / Alpha-amino acid or derivatives / Branched fatty acid / Carbonyl group / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid / Carboxylic acid ester show 27 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- QMPAEYUADYAXIX-XFVKVHEMSA-N
- InChI
- InChI=1S/C16H26N2O8/c1-5-7(3)9(15(22)23)17-13(20)10(8(4)19)18-14(21)11-12(26-11)16(24)25-6-2/h7-12,19H,5-6H2,1-4H3,(H,17,20)(H,18,21)(H,22,23)/t7-,8+,9-,10-,11-,12-/m0/s1
- IUPAC Name
- (2S,3S)-2-[(2S,3R)-2-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]formamido}-3-hydroxybutanamido]-3-methylpentanoic acid
- SMILES
- CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 49866368
- PubChem Substance
- 46504475
- ChemSpider
- 25060338
- ZINC
- ZINC000014961482
- PDBe Ligand
- 042
- PDB Entries
- 2dc7
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 10.6 mg/mL ALOGPS logP 0.31 ALOGPS logP -0.54 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 3.75 Chemaxon pKa (Strongest Basic) -2.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 154.56 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 86.37 m3·mol-1 Chemaxon Polarizability 36.93 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.6237 Blood Brain Barrier - 0.7958 Caco-2 permeable - 0.7828 P-glycoprotein substrate Substrate 0.509 P-glycoprotein inhibitor I Non-inhibitor 0.5701 P-glycoprotein inhibitor II Non-inhibitor 0.8364 Renal organic cation transporter Non-inhibitor 0.9743 CYP450 2C9 substrate Non-substrate 0.8685 CYP450 2D6 substrate Non-substrate 0.8339 CYP450 3A4 substrate Non-substrate 0.5753 CYP450 1A2 substrate Non-inhibitor 0.9003 CYP450 2C9 inhibitor Non-inhibitor 0.8954 CYP450 2D6 inhibitor Non-inhibitor 0.9096 CYP450 2C19 inhibitor Non-inhibitor 0.8676 CYP450 3A4 inhibitor Non-inhibitor 0.8223 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9429 Ames test Non AMES toxic 0.7411 Carcinogenicity Non-carcinogens 0.8366 Biodegradation Not ready biodegradable 0.6959 Rat acute toxicity 2.3255 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9973 hERG inhibition (predictor II) Non-inhibitor 0.9522
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0arr-7289000000-b181b763794faee233b7 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-3598000000-912bec70bf8424231dcd Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-0593000000-7421658cb0060495015c Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0wmi-5912000000-0e4409c34de2c1963486 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014j-9781000000-3e1865f3e13d7ab0d20e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0f7o-9761000000-720399d4417729a79da1 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00kf-9112000000-43c2b4438951391f59e3 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]- 177.46954 predictedDeepCCS 1.0 (2019) [M+H]+ 179.40437 predictedDeepCCS 1.0 (2019) [M+Na]+ 185.2182 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsCathepsin B
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Proteoglycan binding
- Specific Function
- Thiol protease which is believed to participate in intracellular degradation and turnover of proteins. Has also been implicated in tumor invasion and metastasis.
- Gene Name
- CTSB
- Uniprot ID
- P07858
- Uniprot Name
- Cathepsin B
- Molecular Weight
- 37821.35 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 11, 2007 17:48 / Updated at June 12, 2020 16:52