N-{(1S,2R)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl}-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide
Identification
- Generic Name
- N-{(1S,2R)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl}-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide
- DrugBank Accession Number
- DB07536
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for N-{(1S,2R)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl}-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide (DB07536)
- Weight
- Average: 437.4883
Monoisotopic: 437.195070989 - Chemical Formula
- C24H27N3O5
- 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
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 UUDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase Not Available Aquifex aeolicus (strain VF5) - 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hippuric acids and derivatives. These are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Hippuric acids and derivatives
- Alternative Parents
- N-acyl-alpha amino acids and derivatives / Phenylmethylamines / Benzoyl derivatives / Benzylamines / Aralkylamines / Morpholines / Trialkylamines / Secondary carboxylic acid amides / Secondary alcohols / Hydroxamic acids show 7 more
- Substituents
- Alcohol / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzoyl / Benzylamine / Carbonyl group show 24 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
- FQYBTYFKOHPWQT-VGSWGCGISA-N
- InChI
- InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1
- IUPAC Name
- (2S,3R)-N,3-dihydroxy-2-{[4-(2-{4-[(morpholin-4-yl)methyl]phenyl}ethynyl)phenyl]formamido}butanamide
- SMILES
- [H][C@](C)(O)[C@]([H])(NC(=O)C1=CC=C(C=C1)C#CC1=CC=C(CN2CCOCC2)C=C1)C(=O)NO
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11546620
- PubChem Substance
- 99444007
- ChemSpider
- 9721399
- BindingDB
- 50200120
- ChEBI
- 134107
- ChEMBL
- CHEMBL260091
- ZINC
- ZINC000029049396
- PDBe Ligand
- C90
- PDB Entries
- 2jt2 / 3nzk / 5u39 / 5vwm
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 0.0159 mg/mL ALOGPS logP 1.53 ALOGPS logP 1.39 ChemAxon logS -4.4 ALOGPS pKa (Strongest Acidic) 8.7 ChemAxon pKa (Strongest Basic) 6.76 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 111.13 Å2 ChemAxon Rotatable Bond Count 8 ChemAxon Refractivity 115.61 m3·mol-1 ChemAxon Polarizability 48.15 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 - 0.6583 Blood Brain Barrier - 0.6853 Caco-2 permeable - 0.6911 P-glycoprotein substrate Substrate 0.7665 P-glycoprotein inhibitor I Non-inhibitor 0.5328 P-glycoprotein inhibitor II Non-inhibitor 0.968 Renal organic cation transporter Non-inhibitor 0.8564 CYP450 2C9 substrate Non-substrate 0.8648 CYP450 2D6 substrate Non-substrate 0.8157 CYP450 3A4 substrate Non-substrate 0.5149 CYP450 1A2 substrate Non-inhibitor 0.8457 CYP450 2C9 inhibitor Non-inhibitor 0.7563 CYP450 2D6 inhibitor Non-inhibitor 0.8521 CYP450 2C19 inhibitor Non-inhibitor 0.7477 CYP450 3A4 inhibitor Non-inhibitor 0.8099 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9421 Ames test Non AMES toxic 0.5 Carcinogenicity Non-carcinogens 0.7826 Biodegradation Not ready biodegradable 0.9846 Rat acute toxicity 2.3857 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8025 hERG inhibition (predictor II) Inhibitor 0.5244
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key 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
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- Kind
- Protein
- Organism
- Aquifex aeolicus (strain VF5)
- 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
- O67648
- Uniprot Name
- UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase
- Molecular Weight
- 32144.765 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 21:23 / Updated at June 12, 2020 16:52