NAV

(3R,4S)-1-(3,4-DIMETHOXYPHENYL)-3-(3-METHYLPHENYL)PIPERIDIN-4-AMINE

Identification

Generic Name
(3R,4S)-1-(3,4-DIMETHOXYPHENYL)-3-(3-METHYLPHENYL)PIPERIDIN-4-AMINE
DrugBank Accession Number
DB07851
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 326.4326
Monoisotopic: 326.199428086
Chemical Formula
C20H26N2O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDipeptidyl peptidase 4Not 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 phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Dimethoxybenzenes / Methoxyanilines / Aminophenyl ethers / Phenoxy compounds / Dialkylarylamines / Anisoles / Toluenes / Aralkylamines / Aminopiperidines / Alkyl aryl ethers
show 4 more
Substituents
4-aminopiperidine / Alkyl aryl ether / Amine / Aminophenyl ether / Aniline or substituted anilines / Anisole / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid
show 21 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
DQJXBZGPJVSWFI-ROUUACIJSA-N
InChI
InChI=1S/C20H26N2O2/c1-14-5-4-6-15(11-14)17-13-22(10-9-18(17)21)16-7-8-19(23-2)20(12-16)24-3/h4-8,11-12,17-18H,9-10,13,21H2,1-3H3/t17-,18-/m0/s1
IUPAC Name
(3R,4S)-1-(3,4-dimethoxyphenyl)-3-(3-methylphenyl)piperidin-4-amine
SMILES
[H][C@]1(N)CCN(C[C@@]1([H])C1=CC(C)=CC=C1)C1=CC(OC)=C(OC)C=C1

References

General References
Not Available
PubChem Compound
24798721
PubChem Substance
99444322
ChemSpider
25057172
ZINC
ZINC000035942375
PDBe Ligand
GVB
PDB Entries
2jid

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 Solubility0.0567 mg/mLALOGPS
logP3.62ALOGPS
logP3.1Chemaxon
logS-3.8ALOGPS
pKa (Strongest Basic)9.64Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area47.72 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity98.35 m3·mol-1Chemaxon
Polarizability37.38 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9962
Blood Brain Barrier+0.9899
Caco-2 permeable+0.665
P-glycoprotein substrateSubstrate0.6798
P-glycoprotein inhibitor IInhibitor0.5259
P-glycoprotein inhibitor IINon-inhibitor0.7506
Renal organic cation transporterNon-inhibitor0.5204
CYP450 2C9 substrateNon-substrate0.8561
CYP450 2D6 substrateNon-substrate0.5732
CYP450 3A4 substrateSubstrate0.6586
CYP450 1A2 substrateNon-inhibitor0.7002
CYP450 2C9 inhibitorNon-inhibitor0.9208
CYP450 2D6 inhibitorNon-inhibitor0.5563
CYP450 2C19 inhibitorNon-inhibitor0.7859
CYP450 3A4 inhibitorNon-inhibitor0.5055
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8198
Ames testNon AMES toxic0.5968
CarcinogenicityNon-carcinogens0.9118
BiodegradationNot ready biodegradable0.9901
Rat acute toxicity2.7705 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7913
hERG inhibition (predictor II)Inhibitor0.8612
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-0009000000-9ace98639df1fb82ec0f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0019000000-dcf0688ec44bd88bcfa7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01t9-0239000000-9b9bc4ace3df50ce9898
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0196000000-716e6eee817197616b87
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00tf-1972000000-347f466e7e0ee62aa326
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0290000000-b3024958e5399bb74a0c
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]-183.77914
predicted
DeepCCS 1.0 (2019)
[M+H]+186.13715
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.39442
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Dipeptidyl peptidase 4
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Virus receptor activity
Specific Function
Cell surface glycoprotein receptor involved in the costimulatory signal essential for T-cell receptor (TCR)-mediated T-cell activation. Acts as a positive regulator of T-cell coactivation, by bindi...
Gene Name
DPP4
Uniprot ID
P27487
Uniprot Name
Dipeptidyl peptidase 4
Molecular Weight
88277.935 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 21:26 / Updated at June 12, 2020 16:52