2,3-Bis-Benzo[1,3]Dioxol-5-Ylmethyl-Succinic Acid
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Identification
- Generic Name
- 2,3-Bis-Benzo[1,3]Dioxol-5-Ylmethyl-Succinic Acid
- DrugBank Accession Number
- DB02154
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 386.3521
Monoisotopic: 386.100167552 - Chemical Formula
- C20H18O8
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UBeta-lactamase Not Available Pseudomonas aeruginosa UBeta-lactamase IMP-1 Not Available Serratia marcescens - 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 dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.
- Kingdom
- Organic compounds
- Super Class
- Lignans, neolignans and related compounds
- Class
- Dibenzylbutane lignans
- Sub Class
- Not Available
- Direct Parent
- Dibenzylbutane lignans
- Alternative Parents
- Benzodioxoles / Dicarboxylic acids and derivatives / Benzenoids / Oxacyclic compounds / Carboxylic acids / Acetals / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Acetal / Aromatic heteropolycyclic compound / Benzenoid / Benzodioxole / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dibenzylbutane lignan skeleton / Dicarboxylic acid or derivatives / Hydrocarbon derivative
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- FFYBYVPVYLMLAR-KBPBESRZSA-N
- InChI
- InChI=1S/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/t13-,14-/m0/s1
- IUPAC Name
- (2S,3S)-2,3-bis[(2H-1,3-benzodioxol-5-yl)methyl]butanedioic acid
- SMILES
- [H][C@@](CC1=CC=C2OCOC2=C1)(C(O)=O)[C@]([H])(CC1=CC=C2OCOC2=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5496628
- PubChem Substance
- 46508008
- ChemSpider
- 4593420
- ChEMBL
- CHEMBL1231277
- ZINC
- ZINC000012501665
- PDBe Ligand
- BDS
- PDB Entries
- 1jjt
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 0.117 mg/mL ALOGPS logP 1.96 ALOGPS logP 3.09 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 3.24 Chemaxon pKa (Strongest Basic) -4.4 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 111.52 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 93.61 m3·mol-1 Chemaxon Polarizability 38.21 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.879 Blood Brain Barrier + 0.827 Caco-2 permeable - 0.6761 P-glycoprotein substrate Substrate 0.5593 P-glycoprotein inhibitor I Non-inhibitor 0.9226 P-glycoprotein inhibitor II Non-inhibitor 0.598 Renal organic cation transporter Non-inhibitor 0.8014 CYP450 2C9 substrate Non-substrate 0.8445 CYP450 2D6 substrate Non-substrate 0.8629 CYP450 3A4 substrate Non-substrate 0.6888 CYP450 1A2 substrate Inhibitor 0.6398 CYP450 2C9 inhibitor Inhibitor 0.67 CYP450 2D6 inhibitor Non-inhibitor 0.8185 CYP450 2C19 inhibitor Inhibitor 0.6497 CYP450 3A4 inhibitor Inhibitor 0.5812 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5 Ames test AMES toxic 0.5273 Carcinogenicity Non-carcinogens 0.9203 Biodegradation Not ready biodegradable 0.7962 Rat acute toxicity 2.5157 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9675 hERG inhibition (predictor II) Non-inhibitor 0.7862
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00ku-0309000000-7051648f8be9a5e2c89b Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000g-0069000000-606948bfe99edb237dbf Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-052r-0429000000-ab5129b3401195360001 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0005-0069000000-4174b03eeda583340059 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-05mk-0869000000-280a67d117f21470d70f Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-0922000000-923b36df645184c48595 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]- 175.68611 predictedDeepCCS 1.0 (2019) [M+H]+ 178.08168 predictedDeepCCS 1.0 (2019) [M+Na]+ 183.9942 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsBeta-lactamase
- Kind
- Protein
- Organism
- Pseudomonas aeruginosa
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Not Available
- Gene Name
- blaIMP-1
- Uniprot ID
- Q79MP6
- Uniprot Name
- Beta-lactamase
- Molecular Weight
- 27119.985 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]
2. DetailsBeta-lactamase IMP-1
- Kind
- Protein
- Organism
- Serratia marcescens
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Confers resistance to imipenem and broad-spectrum beta-lactams. Also hydrolyzes carbapenems.
- Gene Name
- Not Available
- Uniprot ID
- P52699
- Uniprot Name
- Beta-lactamase IMP-1
- Molecular Weight
- 27119.985 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