(3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid
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Identification
- Generic Name
- (3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid
- DrugBank Accession Number
- DB07057
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 221.2093
Monoisotopic: 221.068807845 - Chemical Formula
- C11H11NO4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UBeta-lactamase Not Available Escherichia coli (strain K12) - 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 phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Pyrrolidines
- Sub Class
- Phenylpyrrolidines
- Direct Parent
- Phenylpyrrolidines
- Alternative Parents
- Pyrrolidine carboxylic acids / Oxoprolines / 1-hydroxy-2-unsubstituted benzenoids / 1-hydroxy-4-unsubstituted benzenoids / Pyrrolidine-2-ones / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Pyrroles / Lactams / Azacyclic compounds show 7 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 1-phenylpyrrolidine / 2-pyrrolidone / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid show 18 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
- FPQOSKXLHCTVED-ZETCQYMHSA-N
- InChI
- InChI=1S/C11H11NO4/c13-9-4-2-1-3-8(9)12-6-7(11(15)16)5-10(12)14/h1-4,7,13H,5-6H2,(H,15,16)/t7-/m0/s1
- IUPAC Name
- (3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid
- SMILES
- [H][C@]1(CN(C(=O)C1)C1=C(O)C=CC=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 756618
- PubChem Substance
- 99443528
- ChemSpider
- 661833
- ZINC
- ZINC000000213658
- PDBe Ligand
- 3GV
- PDB Entries
- 3gvb
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 15.8 mg/mL ALOGPS logP 0.72 ALOGPS logP 0.38 Chemaxon logS -1.2 ALOGPS pKa (Strongest Acidic) 3.82 Chemaxon pKa (Strongest Basic) -4.2 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 77.84 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 55 m3·mol-1 Chemaxon Polarizability 21.43 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 + 0.9449 Blood Brain Barrier + 0.8459 Caco-2 permeable - 0.6391 P-glycoprotein substrate Non-substrate 0.6921 P-glycoprotein inhibitor I Non-inhibitor 0.9454 P-glycoprotein inhibitor II Non-inhibitor 0.9181 Renal organic cation transporter Non-inhibitor 0.8643 CYP450 2C9 substrate Non-substrate 0.7634 CYP450 2D6 substrate Non-substrate 0.8333 CYP450 3A4 substrate Substrate 0.5378 CYP450 1A2 substrate Non-inhibitor 0.9118 CYP450 2C9 inhibitor Non-inhibitor 0.9341 CYP450 2D6 inhibitor Non-inhibitor 0.8961 CYP450 2C19 inhibitor Non-inhibitor 0.9089 CYP450 3A4 inhibitor Non-inhibitor 0.9951 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9424 Ames test Non AMES toxic 0.8419 Carcinogenicity Non-carcinogens 0.9323 Biodegradation Ready biodegradable 0.6958 Rat acute toxicity 2.3255 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9825 hERG inhibition (predictor II) Non-inhibitor 0.8783
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-05fr-0910000000-27d3ab5670fc9084786f Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0090000000-39bf66ec50f5a016b4f0 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00fr-0390000000-802f641773905adfa7f1 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-1900000000-a4e9eca271f17f92ad2b Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-0490000000-a490b95a8680fc53752b Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-053u-7900000000-cbb018981ad5ffd1f402 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-1900000000-6c69ff0d532b6fc7c551 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]- 145.56462 predictedDeepCCS 1.0 (2019) [M+H]+ 147.96019 predictedDeepCCS 1.0 (2019) [M+Na]+ 153.87271 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsBeta-lactamase
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Beta-lactamase activity
- Specific Function
- This protein is a serine beta-lactamase with a substrate specificity for cephalosporins.
- Gene Name
- ampC
- Uniprot ID
- P00811
- Uniprot Name
- Beta-lactamase
- Molecular Weight
- 41555.3 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 21:18 / Updated at June 12, 2020 16:52