(2R)-N-hydroxy-3-naphthalen-2-yl-2-[(naphthalen-2-ylsulfonyl)amino]propanamide
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Identification
- Generic Name
- (2R)-N-hydroxy-3-naphthalen-2-yl-2-[(naphthalen-2-ylsulfonyl)amino]propanamide
- DrugBank Accession Number
- DB07861
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 420.481
Monoisotopic: 420.114377828 - Chemical Formula
- C23H20N2O4S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UUDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase Not Available Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228) - 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 2-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Naphthalenes
- Sub Class
- Naphthalene sulfonic acids and derivatives
- Direct Parent
- 2-naphthalene sulfonic acids and derivatives
- Alternative Parents
- 2-naphthalene sulfonamides / Alpha amino acids and derivatives / Organosulfonamides / Aminosulfonyl compounds / Hydroxamic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- 2-naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Alpha-amino acid or derivatives / Aminosulfonyl compound / Aromatic homopolycyclic compound / Carbonyl group / Carboxylic acid derivative / Hydrocarbon derivative / Hydroxamic acid / N-substituted-alpha-amino acid
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- MMOUXLMPQFMDRD-JOCHJYFZSA-N
- InChI
- InChI=1S/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/t22-/m1/s1
- IUPAC Name
- (2R)-N-hydroxy-3-(naphthalen-2-yl)-2-(naphthalene-2-sulfonamido)propanamide
- SMILES
- [H][C@](CC1=CC2=C(C=CC=C2)C=C1)(NS(=O)(=O)C1=CC2=C(C=CC=C2)C=C1)C(=O)NO
References
- General References
- Not Available
- External Links
- PubChem Compound
- 9823454
- PubChem Substance
- 99444332
- ChemSpider
- 7999201
- ChEMBL
- CHEMBL261713
- ZINC
- ZINC000000594749
- PDBe Ligand
- GVR
- PDB Entries
- 2ves / 4isa
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 0.000431 mg/mL ALOGPS logP 3.14 ALOGPS logP 3.67 Chemaxon logS -6 ALOGPS pKa (Strongest Acidic) 8.69 Chemaxon pKa (Strongest Basic) -5.5 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 95.5 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 114.8 m3·mol-1 Chemaxon Polarizability 43.4 Å3 Chemaxon Number of Rings 4 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 + 0.8505 Blood Brain Barrier + 0.6629 Caco-2 permeable - 0.6419 P-glycoprotein substrate Non-substrate 0.5549 P-glycoprotein inhibitor I Non-inhibitor 0.8916 P-glycoprotein inhibitor II Non-inhibitor 0.8709 Renal organic cation transporter Non-inhibitor 0.9359 CYP450 2C9 substrate Non-substrate 0.5908 CYP450 2D6 substrate Non-substrate 0.826 CYP450 3A4 substrate Non-substrate 0.6417 CYP450 1A2 substrate Non-inhibitor 0.7707 CYP450 2C9 inhibitor Non-inhibitor 0.711 CYP450 2D6 inhibitor Non-inhibitor 0.8779 CYP450 2C19 inhibitor Non-inhibitor 0.6661 CYP450 3A4 inhibitor Non-inhibitor 0.8251 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7963 Ames test Non AMES toxic 0.6056 Carcinogenicity Non-carcinogens 0.7352 Biodegradation Not ready biodegradable 0.9965 Rat acute toxicity 2.3532 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9931 hERG inhibition (predictor II) Non-inhibitor 0.8742
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0000900000-a5be4e10e7e809042ec2 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0000900000-7fd79bfc59b9a6e130bf Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03ml-0903200000-b7d5d360b158772d1a7b Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-06rl-4519000000-99cef23b20e2fd04252f Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-002f-0900100000-70512e66a01425dba854 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-005d-0930000000-fea10f8be5055ef8385b 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]- 183.66364 predictedDeepCCS 1.0 (2019) [M+H]+ 186.05919 predictedDeepCCS 1.0 (2019) [M+Na]+ 191.97173 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
- Pharmacological action
- Unknown
- General Function
- Udp-3-o-[3-hydroxymyristoyl] n-acetylglucosamine deacetylase activity
- Specific Function
- Involved in the biosynthesis of lipid A, a phosphorylated glycolipid that anchors the lipopolysaccharide to the outer membrane of the cell.
- Gene Name
- lpxC
- Uniprot ID
- P47205
- Uniprot Name
- UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase
- Molecular Weight
- 33434.81 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 21:26 / Updated at June 12, 2020 16:52