N-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propyl}-3-nitro-5-(galactopyranosyl)-beta-benzamide
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Identification
- Generic Name
- N-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propyl}-3-nitro-5-(galactopyranosyl)-beta-benzamide
- DrugBank Accession Number
- DB04073
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 527.568
Monoisotopic: 527.259127807 - Chemical Formula
- C23H37N5O9
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCholera enterotoxin subunit B Not Available Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961) - 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 phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Phenolic glycosides
- Alternative Parents
- Hexoses / O-glycosyl compounds / Benzamides / Nitrobenzenes / Benzoyl derivatives / Phenoxy compounds / Phenol ethers / Nitroaromatic compounds / N-alkylpiperazines / Oxanes show 16 more
- Substituents
- 1,4-diazinane / Acetal / Alcohol / Allyl-type 1,3-dipolar organic compound / Amine / Amino acid or derivatives / Aromatic heteromonocyclic compound / Azacycle / Benzamide / Benzenoid show 37 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- N-\{3-[4-(3-aminopropyl)piperazin-1-yl]propyl\}-3-nitro-5-(D-galactopyranosyl)benzamide (CHEBI:39606)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- UEIGEWJJVQHIAX-DLBZZEGUSA-N
- InChI
- InChI=1S/C23H37N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)/t18-,19+,20+,21-,23-/m1/s1
- IUPAC Name
- N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-nitro-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
- SMILES
- [H]N([H])CCCN1CCN(CCCN([H])C(=O)C2=CC(=CC(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)=C2)[N+]([O-])=O)CC1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 447976
- PubChem Substance
- 46507990
- ChemSpider
- 394918
- ZINC
- ZINC000058631849
- PDBe Ligand
- 15B
- PDB Entries
- 1pzj
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 3.81 mg/mL ALOGPS logP -0.3 ALOGPS logP -2.4 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 12.16 Chemaxon pKa (Strongest Basic) 9.88 Chemaxon Physiological Charge 3 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 204.12 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 132.23 m3·mol-1 Chemaxon Polarizability 54.85 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8949 Blood Brain Barrier - 0.6469 Caco-2 permeable - 0.6647 P-glycoprotein substrate Substrate 0.7952 P-glycoprotein inhibitor I Non-inhibitor 0.6498 P-glycoprotein inhibitor II Non-inhibitor 0.9332 Renal organic cation transporter Non-inhibitor 0.8565 CYP450 2C9 substrate Non-substrate 0.9143 CYP450 2D6 substrate Non-substrate 0.8411 CYP450 3A4 substrate Substrate 0.5249 CYP450 1A2 substrate Non-inhibitor 0.8128 CYP450 2C9 inhibitor Non-inhibitor 0.8235 CYP450 2D6 inhibitor Non-inhibitor 0.8547 CYP450 2C19 inhibitor Non-inhibitor 0.7733 CYP450 3A4 inhibitor Non-inhibitor 0.7429 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9085 Ames test AMES toxic 0.6455 Carcinogenicity Non-carcinogens 0.8453 Biodegradation Not ready biodegradable 0.6988 Rat acute toxicity 2.5685 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.722 hERG inhibition (predictor II) Inhibitor 0.7262
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 210.80165 predictedDeepCCS 1.0 (2019) [M+H]+ 213.19722 predictedDeepCCS 1.0 (2019) [M+Na]+ 219.10974 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsCholera enterotoxin subunit B
- Kind
- Protein
- Organism
- Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)
- Pharmacological action
- Unknown
- General Function
- Host cell surface binding
- Specific Function
- The B subunit pentameric ring directs the A subunit to its target by binding to the GM1 gangliosides present on the surface of the intestinal epithelial cells. It can bind five GM1 gangliosides. It...
- Gene Name
- ctxB
- Uniprot ID
- P01556
- Uniprot Name
- Cholera enterotoxin subunit B
- Molecular Weight
- 13957.055 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52