NAV

(3S)-1-(1,3-BENZODIOXOL-5-YLMETHYL)-3-[4-(1H-IMIDAZOL-1-YL)PHENOXY]PIPERIDINE

Identification

Generic Name
(3S)-1-(1,3-BENZODIOXOL-5-YLMETHYL)-3-[4-(1H-IMIDAZOL-1-YL)PHENOXY]PIPERIDINE
DrugBank Accession Number
DB07011
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 377.4363
Monoisotopic: 377.173941617
Chemical Formula
C22H23N3O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot AvailableHumans
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 phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Phenylimidazoles
Alternative Parents
Benzodioxoles / Phenoxy compounds / Phenol ethers / Aralkylamines / Alkyl aryl ethers / Piperidines / N-substituted imidazoles / Heteroaromatic compounds / Trialkylamines / Oxacyclic compounds
show 4 more
Substituents
1-phenylimidazole / Acetal / Alkyl aryl ether / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzodioxole / Ether
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HHOPJGKEAIIIDF-FQEVSTJZSA-N
InChI
InChI=1S/C22H23N3O3/c1-2-20(28-19-6-4-18(5-7-19)25-11-9-23-15-25)14-24(10-1)13-17-3-8-21-22(12-17)27-16-26-21/h3-9,11-12,15,20H,1-2,10,13-14,16H2/t20-/m0/s1
IUPAC Name
(3S)-1-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[4-(1H-imidazol-1-yl)phenoxy]piperidine
SMILES
[H][C@@]1(CCCN(CC2=CC3=C(OCO3)C=C2)C1)OC1=CC=C(C=C1)N1C=CN=C1

References

General References
Not Available
PubChem Compound
11740318
PubChem Substance
99443482
ChemSpider
9915025
BindingDB
50208484
ChEMBL
CHEMBL232827
ZINC
ZINC000003819338
PDBe Ligand
342
PDB Entries
2ort

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 Solubility0.0737 mg/mLALOGPS
logP3.16ALOGPS
logP3.41Chemaxon
logS-3.7ALOGPS
pKa (Strongest Basic)8.05Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area48.75 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity116.08 m3·mol-1Chemaxon
Polarizability41.33 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9736
Blood Brain Barrier+0.9923
Caco-2 permeable+0.523
P-glycoprotein substrateSubstrate0.6448
P-glycoprotein inhibitor IInhibitor0.8097
P-glycoprotein inhibitor IIInhibitor0.8953
Renal organic cation transporterInhibitor0.606
CYP450 2C9 substrateNon-substrate0.8749
CYP450 2D6 substrateNon-substrate0.6653
CYP450 3A4 substrateSubstrate0.5266
CYP450 1A2 substrateInhibitor0.9323
CYP450 2C9 inhibitorInhibitor0.5827
CYP450 2D6 inhibitorInhibitor0.7863
CYP450 2C19 inhibitorInhibitor0.8529
CYP450 3A4 inhibitorInhibitor0.9191
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9737
Ames testNon AMES toxic0.5105
CarcinogenicityNon-carcinogens0.9383
BiodegradationNot ready biodegradable0.9875
Rat acute toxicity2.3545 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5185
hERG inhibition (predictor II)Inhibitor0.6037
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/MSsplash10-004i-0009000000-37802197b12dcc194ae3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0129000000-7916f205ff489bce5d78
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-0219000000-94ac3412cd8049cba73b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004j-0009000000-0f5ae77cb1b948a7a2d0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-009e-4859000000-afd118a4e9ea308a2701
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fs-2609000000-461805da80e8e861548a
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]-187.98222
predicted
DeepCCS 1.0 (2019)
[M+H]+190.34023
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.4365
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Nitric oxide synthase, inducible
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity ...
Gene Name
NOS2
Uniprot ID
P35228
Uniprot Name
Nitric oxide synthase, inducible
Molecular Weight
131116.3 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]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52