N-Benzyl-3-(alpha-D-galactopyranosyloxy)benzamide
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Identification
- Generic Name
- N-Benzyl-3-(alpha-D-galactopyranosyloxy)benzamide
- DrugBank Accession Number
- DB03446
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 389.3991
Monoisotopic: 389.147452095 - Chemical Formula
- C20H23NO7
- Synonyms
- BAPG
- N-Benzyl-3-(α-D-galactopyranosyloxy)benzamide
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHeat-labile enterotoxin B chain Not Available Escherichia coli - 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 n-benzylbenzamides. These are compounds containing a benzamide moiety that is N-linked to a benzyl group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- N-benzylbenzamides
- Alternative Parents
- Phenolic glycosides / Hexoses / O-glycosyl compounds / Benzoyl derivatives / Phenol ethers / Phenoxy compounds / Oxanes / Secondary alcohols / Secondary carboxylic acid amides / Acetals show 7 more
- Substituents
- Acetal / Alcohol / Aromatic heteromonocyclic compound / Benzoyl / Carboxamide group / Carboxylic acid derivative / Glycosyl compound / Hexose monosaccharide / Hydrocarbon derivative / Monosaccharide 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
- FSMWGHKWKYCPKE-QTVCLEQKSA-N
- InChI
- InChI=1S/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/t15-,16+,17+,18-,20+/m1/s1
- IUPAC Name
- N-benzyl-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
- SMILES
- [H][C@]1(CO)O[C@]([H])(OC2=CC=CC(=C2)C(=O)NCC2=CC=CC=C2)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 445579
- PubChem Substance
- 46506063
- ChemSpider
- 393182
- ZINC
- ZINC000006580001
- PDBe Ligand
- AI1
- PDB Entries
- 1fd7
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 2.49 mg/mL ALOGPS logP 0.4 ALOGPS logP 0.2 Chemaxon logS -2.2 ALOGPS pKa (Strongest Acidic) 12.2 Chemaxon pKa (Strongest Basic) -1.1 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 128.48 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 98.77 m3·mol-1 Chemaxon Polarizability 38.93 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 - 0.7752 Blood Brain Barrier + 0.6408 Caco-2 permeable - 0.7999 P-glycoprotein substrate Substrate 0.5052 P-glycoprotein inhibitor I Non-inhibitor 0.8158 P-glycoprotein inhibitor II Non-inhibitor 0.8695 Renal organic cation transporter Non-inhibitor 0.8373 CYP450 2C9 substrate Non-substrate 0.8123 CYP450 2D6 substrate Non-substrate 0.8279 CYP450 3A4 substrate Non-substrate 0.5652 CYP450 1A2 substrate Non-inhibitor 0.9159 CYP450 2C9 inhibitor Non-inhibitor 0.8537 CYP450 2D6 inhibitor Non-inhibitor 0.795 CYP450 2C19 inhibitor Non-inhibitor 0.8585 CYP450 3A4 inhibitor Non-inhibitor 0.9239 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6458 Ames test Non AMES toxic 0.7569 Carcinogenicity Non-carcinogens 0.9527 Biodegradation Ready biodegradable 0.5926 Rat acute toxicity 2.1027 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.985 hERG inhibition (predictor II) Non-inhibitor 0.7222
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-1429000000-6a4d4382e5917db256c7 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-4792000000-db90ef6be29ea1b49842 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0249000000-ab320d3063ba2ffc5d60 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00ej-3792000000-f818f169a0b412cfbcfc Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-052r-6952000000-88e922acbe0159cc5c50 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0007-9730000000-d3e57c47d9f84dea8fdf 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]- 178.13136 predictedDeepCCS 1.0 (2019) [M+H]+ 180.52693 predictedDeepCCS 1.0 (2019) [M+Na]+ 187.36366 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsHeat-labile enterotoxin B chain
- Kind
- Protein
- Organism
- Escherichia coli
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- The biological activity of the toxin is produced by the A chain, which activates intracellular adenyl cyclase.
- Gene Name
- eltB
- Uniprot ID
- P32890
- Uniprot Name
- Heat-labile enterotoxin B chain
- Molecular Weight
- 14133.255 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]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52