[1-(3-hydroxy-2-oxo-1-phenethyl-propylcarbamoyl)2-phenyl-ethyl]-carbamic acid pyridin-4-ylmethyl ester
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Identification
- Generic Name
- [1-(3-hydroxy-2-oxo-1-phenethyl-propylcarbamoyl)2-phenyl-ethyl]-carbamic acid pyridin-4-ylmethyl ester
- DrugBank Accession Number
- DB02128
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 475.5363
Monoisotopic: 475.210721053 - Chemical Formula
- C27H29N3O5
- Synonyms
- N-[(3S)-1-hydroxy-2-oxo-5-phenyl-3-pentanyl]-Nα-[(3-pyridinylmethoxy)carbonyl]-L-phenylalaninamide
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCruzipain Not Available Trypanosoma cruzi - 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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Phenylalanine and derivatives
- Alternative Parents
- Alpha amino acid amides / Amphetamines and derivatives / Pyridines and derivatives / Monosaccharides / Fatty amides / Heteroaromatic compounds / Carbamate esters / Alpha-hydroxy ketones / Secondary carboxylic acid amides / Azacyclic compounds show 4 more
- Substituents
- Alcohol / Alpha-amino acid amide / Alpha-hydroxy ketone / Amphetamine or derivatives / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbamic acid ester / Carbonyl group / Carboxamide group show 17 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- QCUBCTPTNWPFBC-ZEQRLZLVSA-N
- InChI
- InChI=1S/C27H29N3O5/c31-18-25(32)23(14-13-20-8-3-1-4-9-20)29-26(33)24(16-21-10-5-2-6-11-21)30-27(34)35-19-22-12-7-15-28-17-22/h1-12,15,17,23-24,31H,13-14,16,18-19H2,(H,29,33)(H,30,34)/t23-,24-/m0/s1
- IUPAC Name
- (pyridin-3-yl)methyl N-[(1S)-1-{[(3S)-1-hydroxy-2-oxo-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
- SMILES
- [H]N([C@@H](CC1=CC=CC=C1)C(=O)N([H])[C@@H](CCC1=CC=CC=C1)C(=O)CO)C(=O)OCC1=CN=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5289091
- PubChem Substance
- 46507860
- ChemSpider
- 4451125
- ZINC
- ZINC000012501625
- PDBe Ligand
- P10
- PDB Entries
- 1me3
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 0.00492 mg/mL ALOGPS logP 1.58 ALOGPS logP 3.1 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 12.42 Chemaxon pKa (Strongest Basic) 4.72 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 117.62 Å2 Chemaxon Rotatable Bond Count 13 Chemaxon Refractivity 130.41 m3·mol-1 Chemaxon Polarizability 50.03 Å3 Chemaxon Number of Rings 3 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 - 0.6715 Blood Brain Barrier - 0.8181 Caco-2 permeable - 0.7618 P-glycoprotein substrate Substrate 0.6483 P-glycoprotein inhibitor I Non-inhibitor 0.6093 P-glycoprotein inhibitor II Non-inhibitor 0.6991 Renal organic cation transporter Non-inhibitor 0.859 CYP450 2C9 substrate Non-substrate 0.8303 CYP450 2D6 substrate Non-substrate 0.8294 CYP450 3A4 substrate Non-substrate 0.6253 CYP450 1A2 substrate Non-inhibitor 0.8006 CYP450 2C9 inhibitor Non-inhibitor 0.802 CYP450 2D6 inhibitor Non-inhibitor 0.8338 CYP450 2C19 inhibitor Non-inhibitor 0.7393 CYP450 3A4 inhibitor Inhibitor 0.5162 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7409 Ames test Non AMES toxic 0.7612 Carcinogenicity Non-carcinogens 0.9535 Biodegradation Not ready biodegradable 0.8446 Rat acute toxicity 2.2646 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9409 hERG inhibition (predictor II) Inhibitor 0.5744
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0550-1269700000-74fdf04d497c4b7c4de9 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0bt9-2149000000-c0b7b484fbae179a5fa5 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4r-1109000000-0dae07a93a22be7deeb0 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-06u6-3904400000-058509cc251ed24ea79c Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-08fr-2913000000-995cc5b7df2c83600a8e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00kf-6903200000-3f3cf89272008adf2f03 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]- 202.43846 predictedDeepCCS 1.0 (2019) [M+H]+ 204.83403 predictedDeepCCS 1.0 (2019) [M+Na]+ 210.74702 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsCruzipain
- Kind
- Protein
- Organism
- Trypanosoma cruzi
- Pharmacological action
- Unknown
- General Function
- Cysteine-type endopeptidase activity
- Specific Function
- Hydrolyzes chromogenic peptides at the carboxyl Arg or Lys; requires at least one more amino acid, preferably Arg, Phe, Val or Leu, between the terminal Arg or Lys and the amino-blocking group.The ...
- Gene Name
- Not Available
- Uniprot ID
- P25779
- Uniprot Name
- Cruzipain
- Molecular Weight
- 49835.59 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52