Identification
- Generic Name
- Zofenoprilat
- DrugBank Accession Number
- DB08766
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Zofenoprilat (DB08766)
- Weight
- Average: 325.446
Monoisotopic: 325.080634859 - Chemical Formula
- C15H19NO3S2
- Synonyms
- Zofenoprilat
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
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCytosol aminopeptidase 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.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 proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline 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
- Proline and derivatives
- Alternative Parents
- N-acyl-L-alpha-amino acids / Thiophenol ethers / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Alkylarylthioethers / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Sulfenyl compounds / Alkylthiols / Azacyclic compounds show 7 more
- Substituents
- Alkylarylthioether / Alkylthiol / Aromatic heteromonocyclic compound / Aryl thioether / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid / Hydrocarbon derivative show 22 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- thiol, aryl sulfide, N-acyl-L-amino acid, L-proline derivative (CHEBI:82602)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4G4WDK2YBS
- CAS number
- 75176-37-3
- InChI Key
- UQWLOWFDKAFKAP-WXHSDQCUSA-N
- InChI
- InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
- IUPAC Name
- (2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
- SMILES
- C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)SC1=CC=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 3034048
- PubChem Substance
- 99445237
- ChemSpider
- 2298589
- BindingDB
- 50018850
- ChEBI
- 82602
- ChEMBL
- CHEMBL16332
- ZINC
- ZINC000003780852
- PDBe Ligand
- ZED
- Wikipedia
- Zofenoprilat
- PDB Entries
- 2ewb
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 0.0519 mg/mL ALOGPS logP 2.59 ALOGPS logP 2.41 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 3.91 Chemaxon pKa (Strongest Basic) -1.3 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.61 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 86.68 m3·mol-1 Chemaxon Polarizability 34.03 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 + 0.9771 Blood Brain Barrier + 0.6268 Caco-2 permeable + 0.6716 P-glycoprotein substrate Non-substrate 0.6059 P-glycoprotein inhibitor I Non-inhibitor 0.9231 P-glycoprotein inhibitor II Non-inhibitor 0.5765 Renal organic cation transporter Non-inhibitor 0.7798 CYP450 2C9 substrate Non-substrate 0.7018 CYP450 2D6 substrate Non-substrate 0.5082 CYP450 3A4 substrate Non-substrate 0.6499 CYP450 1A2 substrate Non-inhibitor 0.8182 CYP450 2C9 inhibitor Non-inhibitor 0.856 CYP450 2D6 inhibitor Non-inhibitor 0.9028 CYP450 2C19 inhibitor Non-inhibitor 0.7504 CYP450 3A4 inhibitor Non-inhibitor 0.8996 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6159 Ames test Non AMES toxic 0.8039 Carcinogenicity Non-carcinogens 0.8948 Biodegradation Not ready biodegradable 0.8754 Rat acute toxicity 2.1864 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9891 hERG inhibition (predictor II) Non-inhibitor 0.8377
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
- Metalloexopeptidase activity
- Specific Function
- Presumably involved in the processing and regular turnover of intracellular proteins. Catalyzes the removal of unsubstituted N-terminal amino acids from various peptides.
- Gene Name
- LAP3
- Uniprot ID
- P28838
- Uniprot Name
- Cytosol aminopeptidase
- Molecular Weight
- 56165.84 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 21:34 / Updated at February 21, 2021 18:52