Identification
- Generic Name
- Z-Pro-Prolinal
- DrugBank Accession Number
- DB03535
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Z-Pro-Prolinal (DB03535)
- Weight
- Average: 330.3783
Monoisotopic: 330.157957202 - Chemical Formula
- C18H22N2O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UProlyl endopeptidase Not Available Humans UProlyl endopeptidase Not Available Aeromonas punctata - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Alpha amino acid amides
- Alternative Parents
- Benzyloxycarbonyls / Pyrrolidinecarboxamides / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Tertiary carboxylic acid amides / Carbamate esters / Organic carbonic acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds show 3 more
- Substituents
- Aldehyde / Alpha-amino acid amide / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzyloxycarbonyl / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Carboxamide group show 15 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- L-proline derivative, N-acylpyrrolidine, amino aldehyde, pyrrolidinecarbaldehyde (CHEBI:46597)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4YM8D0GKX6
- CAS number
- Not Available
- InChI Key
- ORZXYSPOAVJYRU-HOTGVXAUSA-N
- InChI
- InChI=1S/C18H22N2O4/c21-12-15-8-4-10-19(15)17(22)16-9-5-11-20(16)18(23)24-13-14-6-2-1-3-7-14/h1-3,6-7,12,15-16H,4-5,8-11,13H2/t15-,16-/m0/s1
- IUPAC Name
- benzyl (2S)-2-[(2S)-2-formylpyrrolidine-1-carbonyl]pyrrolidine-1-carboxylate
- SMILES
- [H][C@]1(CCCN1C(=O)[C@]1([H])CCCN1C(=O)OCC1=CC=CC=C1)C=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 122623
- PubChem Substance
- 46507956
- ChemSpider
- 109328
- BindingDB
- 50038879
- ChEMBL
- CHEMBL79993
- ZINC
- ZINC000003803443
- PDBe Ligand
- ZPR
- PDB Entries
- 1h2y / 1qfs / 5uw6 / 5uzw / 7vgc / 7zaz
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 1.53 mg/mL ALOGPS logP 1.25 ALOGPS logP 1.43 Chemaxon logS -2.3 ALOGPS pKa (Strongest Acidic) 17.96 Chemaxon pKa (Strongest Basic) -4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 66.92 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 87.93 m3·mol-1 Chemaxon Polarizability 34.45 Å3 Chemaxon Number of Rings 3 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 + 0.9543 Blood Brain Barrier + 0.8816 Caco-2 permeable - 0.5937 P-glycoprotein substrate Non-substrate 0.5944 P-glycoprotein inhibitor I Inhibitor 0.5208 P-glycoprotein inhibitor II Non-inhibitor 0.6539 Renal organic cation transporter Non-inhibitor 0.7025 CYP450 2C9 substrate Non-substrate 0.8619 CYP450 2D6 substrate Non-substrate 0.8329 CYP450 3A4 substrate Non-substrate 0.656 CYP450 1A2 substrate Inhibitor 0.5164 CYP450 2C9 inhibitor Non-inhibitor 0.8015 CYP450 2D6 inhibitor Non-inhibitor 0.9266 CYP450 2C19 inhibitor Inhibitor 0.7314 CYP450 3A4 inhibitor Non-inhibitor 0.7009 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.567 Ames test Non AMES toxic 0.7466 Carcinogenicity Non-carcinogens 0.943 Biodegradation Not ready biodegradable 0.7842 Rat acute toxicity 2.2069 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8488 hERG inhibition (predictor II) Non-inhibitor 0.8826
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine-type peptidase activity
- Specific Function
- Cleaves peptide bonds on the C-terminal side of prolyl residues within peptides that are up to approximately 30 amino acids long.
- Gene Name
- PREP
- Uniprot ID
- P48147
- Uniprot Name
- Prolyl endopeptidase
- Molecular Weight
- 80698.945 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]
- Kind
- Protein
- Organism
- Aeromonas punctata
- Pharmacological action
- Unknown
- General Function
- Serine-type exopeptidase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q9X6R4
- Uniprot Name
- Prolyl endopeptidase
- Molecular Weight
- 76635.895 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52