NAV

N-benzyl-4-[(2R)-pyrrolidin-2-ylmethoxy]aniline

Identification

Generic Name
N-benzyl-4-[(2R)-pyrrolidin-2-ylmethoxy]aniline
DrugBank Accession Number
DB07260
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 282.3801
Monoisotopic: 282.173213336
Chemical Formula
C18H22N2O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULeukotriene A-4 hydrolaseNot 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 phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylmethylamines
Direct Parent
Phenylbenzamines
Alternative Parents
Aminophenyl ethers / Phenylalkylamines / Phenoxy compounds / Benzylamines / Aniline and substituted anilines / Secondary alkylarylamines / Alkyl aryl ethers / Pyrrolidines / Dialkylamines / Azacyclic compounds
show 2 more
Substituents
Alkyl aryl ether / Amine / Aminophenyl ether / Aniline or substituted anilines / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzylamine / Ether / Hydrocarbon derivative
show 14 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
HITMFLNAOQIZSN-QGZVFWFLSA-N
InChI
InChI=1S/C18H22N2O/c1-2-5-15(6-3-1)13-20-16-8-10-18(11-9-16)21-14-17-7-4-12-19-17/h1-3,5-6,8-11,17,19-20H,4,7,12-14H2/t17-/m1/s1
IUPAC Name
N-benzyl-4-{[(2R)-pyrrolidin-2-yl]methoxy}aniline
SMILES
[H][C@]1(COC2=CC=C(NCC3=CC=CC=C3)C=C2)CCCN1

References

General References
Not Available
PubChem Compound
44129620
PubChem Substance
99443731
ChemSpider
24633695
BindingDB
50294163
ChEMBL
CHEMBL570775
ZINC
ZINC000039257801
PDBe Ligand
812

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 Solubility0.0126 mg/mLALOGPS
logP3.74ALOGPS
logP3.11Chemaxon
logS-4.4ALOGPS
pKa (Strongest Basic)10.56Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area33.29 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity87.26 m3·mol-1Chemaxon
Polarizability33.29 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9873
Blood Brain Barrier+0.9751
Caco-2 permeable-0.5364
P-glycoprotein substrateSubstrate0.6421
P-glycoprotein inhibitor INon-inhibitor0.7832
P-glycoprotein inhibitor IIInhibitor0.8617
Renal organic cation transporterInhibitor0.6786
CYP450 2C9 substrateNon-substrate0.806
CYP450 2D6 substrateNon-substrate0.6118
CYP450 3A4 substrateNon-substrate0.6576
CYP450 1A2 substrateInhibitor0.8117
CYP450 2C9 inhibitorNon-inhibitor0.7474
CYP450 2D6 inhibitorInhibitor0.8207
CYP450 2C19 inhibitorNon-inhibitor0.5604
CYP450 3A4 inhibitorNon-inhibitor0.8646
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8128
Ames testNon AMES toxic0.6618
CarcinogenicityNon-carcinogens0.9214
BiodegradationNot ready biodegradable0.9824
Rat acute toxicity2.4473 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5449
hERG inhibition (predictor II)Inhibitor0.7269
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00xv-9320000000-95a4ebe37bfc97b6286a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-1090000000-68cd9751b337d91ae315
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0190000000-b72af2592ee5ef22e205
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-5290000000-f1c4c7a10a30d2cca032
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-4970000000-4eb8c728eb9608ee8ffc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9300000000-55af33677420831473b8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fr-0900000000-304d8077da95ed5edf5f
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]-164.57545
predicted
DeepCCS 1.0 (2019)
[M+H]+166.93352
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.02666
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Leukotriene A-4 hydrolase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Epoxide hydrolase that catalyzes the final step in the biosynthesis of the proinflammatory mediator leukotriene B4. Has also aminopeptidase activity.
Gene Name
LTA4H
Uniprot ID
P09960
Uniprot Name
Leukotriene A-4 hydrolase
Molecular Weight
69284.64 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 21:19 / Updated at June 12, 2020 16:52