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

Identification

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Name
N-benzyl-4-[(2R)-pyrrolidin-2-ylmethoxy]aniline
Accession Number
DB07260
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 282.3801
Monoisotopic: 282.173213336
Chemical Formula
C18H22N2O
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-ylmethoxy]aniline
SMILES
[H][C@]1(COC2=CC=C(NCC3=CC=CC=C3)C=C2)CCCN1

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
44129620
PubChem Substance
99443731
ChemSpider
24633695
BindingDB
50294163
ChEMBL
CHEMBL570775
ZINC
ZINC000039257801
PDBe Ligand
812
PDB Entries
3fui

Clinical Trials

Clinical Trials
Not Available

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
Polarizability33.32 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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Phenylbenzamine / Aminophenyl ether / Phenoxy compound / Benzylamine / Phenol ether / Phenylalkylamine / Aniline or substituted anilines / Alkyl aryl ether / Secondary aliphatic/aromatic amine / Aralkylamine
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. 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. [PubMed:10592235]

Drug created on September 15, 2010 15:19 / Updated on February 06, 2020 12:29