NAV

2-Benzo[1,3]Dioxol-5-Ylmethyl-3-Benzyl-Succinic Acid

Identification

Generic Name
2-Benzo[1,3]Dioxol-5-Ylmethyl-3-Benzyl-Succinic Acid
DrugBank Accession Number
DB02450
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 342.3426
Monoisotopic: 342.110338308
Chemical Formula
C19H18O6
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBeta-lactamaseNot AvailablePseudomonas aeruginosa
UBeta-lactamase IMP-1Not AvailableSerratia 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
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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
Phenylpropanoic acids / Benzodioxoles / Dicarboxylic acids and derivatives / Benzene and substituted derivatives / Oxacyclic compounds / Carboxylic acids / Acetals / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
3-phenylpropanoic-acid / Acetal / Aromatic heteropolycyclic compound / Benzenoid / Benzodioxole / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dibenzylbutane lignan skeleton / Dicarboxylic acid or derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ASEJDWRSZYAIOT-GJZGRUSLSA-N
InChI
InChI=1S/C19H18O6/c20-18(21)14(8-12-4-2-1-3-5-12)15(19(22)23)9-13-6-7-16-17(10-13)25-11-24-16/h1-7,10,14-15H,8-9,11H2,(H,20,21)(H,22,23)/t14-,15-/m0/s1
IUPAC Name
(2S,3S)-2-[(2H-1,3-benzodioxol-5-yl)methyl]-3-benzylbutanedioic acid
SMILES
[H][C@@](CC1=CC=CC=C1)(C(O)=O)[C@]([H])(CC1=CC2=C(OCO2)C=C1)C(O)=O

References

General References
Not Available
PubChem Compound
5496627
PubChem Substance
46508466
ChemSpider
4593419
ChEMBL
CHEMBL1231535
ZINC
ZINC000012080868
PDBe Ligand
BYS
PDB Entries
1jje

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.156 mg/mLALOGPS
logP2.38ALOGPS
logP3.47Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)3.62Chemaxon
pKa (Strongest Basic)-4.7Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area93.06 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity87.84 m3·mol-1Chemaxon
Polarizability34.75 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9188
Blood Brain Barrier+0.8574
Caco-2 permeable-0.6887
P-glycoprotein substrateSubstrate0.513
P-glycoprotein inhibitor INon-inhibitor0.9237
P-glycoprotein inhibitor IINon-inhibitor0.544
Renal organic cation transporterNon-inhibitor0.8284
CYP450 2C9 substrateNon-substrate0.8377
CYP450 2D6 substrateNon-substrate0.8687
CYP450 3A4 substrateNon-substrate0.6765
CYP450 1A2 substrateInhibitor0.6756
CYP450 2C9 inhibitorInhibitor0.6615
CYP450 2D6 inhibitorNon-inhibitor0.8627
CYP450 2C19 inhibitorInhibitor0.5617
CYP450 3A4 inhibitorInhibitor0.5751
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5373
Ames testAMES toxic0.5522
CarcinogenicityNon-carcinogens0.9274
BiodegradationNot ready biodegradable0.685
Rat acute toxicity2.5271 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9767
hERG inhibition (predictor II)Non-inhibitor0.8161
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004l-0349000000-74b1dd9a5750348a0f27
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fb9-0092000000-ca4df77e459b70f72625
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-85ab5609d2af7a04eeee
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-1191000000-8227e3871b66e477bcf9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfs-0930000000-2baa66906039b2a3a363
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udm-2922000000-fccd099ef41dff57f98a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-168.40944
predicted
DeepCCS 1.0 (2019)
[M+H]+170.80501
predicted
DeepCCS 1.0 (2019)
[M+Na]+176.71753
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Beta-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
  1. 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]
Details2. Beta-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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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]
  3. 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 July 02, 2020 13:16