N-({6-[(4-CYANOBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID
Star0
Identification
- Generic Name
- N-({6-[(4-CYANOBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID
- DrugBank Accession Number
- DB08108
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 468.479
Monoisotopic: 468.099121694 - Chemical Formula
- C23H20N2O7S
- 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 UUDP-N-acetylmuramoylalanine--D-glutamate ligase 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 glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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
- Glutamic acid and derivatives
- Alternative Parents
- 2-naphthalene sulfonic acids and derivatives / 2-naphthalene sulfonamides / Benzonitriles / Alkyl aryl ethers / Organosulfonamides / Dicarboxylic acids and derivatives / Aminosulfonyl compounds / Nitriles / Carboxylic acids / Organopnictogen compounds show 3 more
- Substituents
- 2-naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Alkyl aryl ether / Aminosulfonyl compound / Aromatic homopolycyclic compound / Benzenoid / Benzonitrile / Carbonitrile / Carbonyl group / Carboxylic acid show 20 more
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- PUHRQSFXADUGJW-OAQYLSRUSA-N
- InChI
- InChI=1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1
- IUPAC Name
- (2R)-2-{6-[(4-cyanophenyl)methoxy]naphthalene-2-sulfonamido}pentanedioic acid
- SMILES
- [H][C@](CCC(O)=O)(NS(=O)(=O)C1=CC2=C(C=C1)C=C(OCC1=CC=C(C=C1)C#N)C=C2)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 24755471
- PubChem Substance
- 99444579
- ChemSpider
- 24690845
- BindingDB
- 26453
- ChEMBL
- CHEMBL458966
- ZINC
- ZINC000016052548
- PDBe Ligand
- LK4
- PDB Entries
- 2uup
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 0.00825 mg/mL ALOGPS logP 1.53 ALOGPS logP 2.91 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 2.97 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 153.79 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 117.73 m3·mol-1 Chemaxon Polarizability 47.14 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9243 Blood Brain Barrier + 0.6625 Caco-2 permeable - 0.6704 P-glycoprotein substrate Non-substrate 0.6248 P-glycoprotein inhibitor I Non-inhibitor 0.8259 P-glycoprotein inhibitor II Non-inhibitor 0.89 Renal organic cation transporter Non-inhibitor 0.8463 CYP450 2C9 substrate Non-substrate 0.656 CYP450 2D6 substrate Non-substrate 0.8009 CYP450 3A4 substrate Substrate 0.5101 CYP450 1A2 substrate Non-inhibitor 0.5107 CYP450 2C9 inhibitor Non-inhibitor 0.5299 CYP450 2D6 inhibitor Non-inhibitor 0.9173 CYP450 2C19 inhibitor Non-inhibitor 0.6057 CYP450 3A4 inhibitor Inhibitor 0.5861 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5894 Ames test Non AMES toxic 0.6188 Carcinogenicity Non-carcinogens 0.8396 Biodegradation Not ready biodegradable 0.9769 Rat acute toxicity 2.2561 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9039 hERG inhibition (predictor II) Non-inhibitor 0.6155
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0gi0-0419800000-ad7920e3985bf2fce3c2 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0gdi-0068900000-b6b2647547c7fc0d8a91 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0avi-3494200000-b8fe68113e97ee7936b0 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0pb9-0269000000-65f285d9effbde514219 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0ar0-3950000000-d035179a1704326e6d87 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0zfr-2279100000-da7989be729847523fc7 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]- 190.08783 predictedDeepCCS 1.0 (2019) [M+H]+ 192.48338 predictedDeepCCS 1.0 (2019) [M+Na]+ 198.39592 predictedDeepCCS 1.0 (2019)
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
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Udp-n-acetylmuramoylalanine-d-glutamate ligase activity
- Specific Function
- Cell wall formation. Catalyzes the addition of glutamate to the nucleotide precursor UDP-N-acetylmuramoyl-L-alanine (UMA).
- Gene Name
- murD
- Uniprot ID
- P14900
- Uniprot Name
- UDP-N-acetylmuramoylalanine--D-glutamate ligase
- Molecular Weight
- 46973.185 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 21:28 / Updated at June 12, 2020 16:52