Identification
- Generic Name
- O-Benzylsulfonyl-Serine
- DrugBank Accession Number
- DB01973
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for O-Benzylsulfonyl-Serine (DB01973)
- Weight
- Average: 259.279
Monoisotopic: 259.051443221 - Chemical Formula
- C10H13NO5S
- 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 USubtilisin Savinase Not Available Bacillus lentus UTrypsin-2 Not Available Humans UCarboxymethylenebutenolidase Not Available Pseudomonas sp. (strain B13) UCapsid scaffolding protein Not Available HHV-5 UAlkaline protease Not Available Bacillus alcalophilus - 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 l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- L-alpha-amino acids
- Alternative Parents
- Sulfonic acid esters / Organosulfonic acid esters / Benzene and substituted derivatives / Sulfonyls / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines show 2 more
- Substituents
- Amine / Amino acid / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / L-alpha-amino acid / Monocarboxylic acid or derivatives / Monocyclic benzene moiety show 14 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- GCZVEKLTOLTWLM-VIFPVBQESA-N
- InChI
- InChI=1S/C10H13NO5S/c11-9(10(12)13)6-16-17(14,15)7-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(phenylmethanesulfonyloxy)propanoic acid
- SMILES
- N[C@@H](COS(=O)(=O)CC1=CC=CC=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 17754162
- PubChem Substance
- 46506745
- ChemSpider
- 16744196
- ZINC
- ZINC000012501417
- PDBe Ligand
- SEB
- PDB Entries
- 1c9m / 1c9n / 1ggv / 1iav / 1iec / 1pqa / 1q5p / 1ziy / 1zj4 / 1zj5 … show 16 more
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 2.3 mg/mL ALOGPS logP -1.4 ALOGPS logP -2.1 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) 1.53 Chemaxon pKa (Strongest Basic) 8.57 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 106.69 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 59.53 m3·mol-1 Chemaxon Polarizability 24.47 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 + 0.8611 Blood Brain Barrier + 0.7139 Caco-2 permeable - 0.6345 P-glycoprotein substrate Non-substrate 0.6666 P-glycoprotein inhibitor I Non-inhibitor 0.8716 P-glycoprotein inhibitor II Non-inhibitor 0.9956 Renal organic cation transporter Non-inhibitor 0.917 CYP450 2C9 substrate Non-substrate 0.8984 CYP450 2D6 substrate Non-substrate 0.8216 CYP450 3A4 substrate Non-substrate 0.7048 CYP450 1A2 substrate Non-inhibitor 0.7653 CYP450 2C9 inhibitor Non-inhibitor 0.8474 CYP450 2D6 inhibitor Non-inhibitor 0.9038 CYP450 2C19 inhibitor Non-inhibitor 0.8276 CYP450 3A4 inhibitor Non-inhibitor 0.9358 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9866 Ames test Non AMES toxic 0.5848 Carcinogenicity Non-carcinogens 0.5164 Biodegradation Ready biodegradable 0.5321 Rat acute toxicity 2.0404 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.918 hERG inhibition (predictor II) Non-inhibitor 0.9067
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0006-9110000000-36d0bf46391cff24907c Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03k9-6690000000-249cbb6eb4619d64a375 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-0900000000-8b839cd1467cf0b2ddda Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-1900000000-f56d305affa7019a04eb Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-9100000000-448b2153d2b048cd8fdd Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00dl-5900000000-692ba863cec804391353 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-01ox-9000000000-9d86a7fc2a5e46871419 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]- 151.04118 predictedDeepCCS 1.0 (2019) [M+H]+ 153.39919 predictedDeepCCS 1.0 (2019) [M+Na]+ 159.49232 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Bacillus lentus
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Subtilisin is an extracellular alkaline serine protease, it catalyzes the hydrolysis of proteins and peptide amides.
- Gene Name
- Not Available
- Uniprot ID
- P29600
- Uniprot Name
- Subtilisin Savinase
- Molecular Weight
- 26698.32 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- In the ileum, may be involved in defensin processing, including DEFA5.
- Gene Name
- PRSS2
- Uniprot ID
- P07478
- Uniprot Name
- Trypsin-2
- Molecular Weight
- 26487.55 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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
- Pseudomonas sp. (strain B13)
- Pharmacological action
- Unknown
- General Function
- Carboxymethylenebutenolidase activity
- Specific Function
- Ring cleavage of cyclic ester dienelactone to produce maleylacetate.
- Gene Name
- clcD
- Uniprot ID
- P0A115
- Uniprot Name
- Carboxymethylenebutenolidase
- Molecular Weight
- 25554.855 Da
References
- Kind
- Protein
- Organism
- HHV-5
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Capsid scaffolding protein: Acts as a scaffold protein by binding major capsid protein VP5 in the cytoplasm, inducing the nuclear localization of both proteins. Multimerizes in the nucleus such as ...
- Gene Name
- UL80
- Uniprot ID
- P16753
- Uniprot Name
- Capsid scaffolding protein
- Molecular Weight
- 73851.155 Da
References
- Kind
- Protein
- Organism
- Bacillus alcalophilus
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- P27693
- Uniprot Name
- Alkaline protease
- Molecular Weight
- 38852.735 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52