NAV

Piromelatine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Piromelatine
DrugBank Accession Number
DB12288
Background

Piromelatine has been used in trials studying the treatment of Alzheimer's Disease.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 312.325
Monoisotopic: 312.111007003
Chemical Formula
C17H16N2O4
Synonyms
  • Piromelatine
External IDs
  • Neu P11
  • NEU-P-11
  • NEU-P11
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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
Not Available
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
3-alkylindoles
Alternative Parents
Anisoles / 2-heteroaryl carboxamides / Pyranones and derivatives / Alkyl aryl ethers / Substituted pyrroles / Heteroaromatic compounds / Secondary carboxylic acid amides / Cyclic ketones / Oxacyclic compounds / Azacyclic compounds
show 3 more
Substituents
2-heteroaryl carboxamide / 3-alkylindole / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carboxamide group / Carboxylic acid derivative / Cyclic ketone
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
S3UN2146K9
CAS number
946846-83-9
InChI Key
PNTNBIHOAPJYDB-UHFFFAOYSA-N
InChI
InChI=1S/C17H16N2O4/c1-22-13-2-3-15-14(9-13)11(10-19-15)4-6-18-17(21)16-8-12(20)5-7-23-16/h2-3,5,7-10,19H,4,6H2,1H3,(H,18,21)
IUPAC Name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-4-oxo-4H-pyran-2-carboxamide
SMILES
COC1=CC=C2NC=C(CCNC(=O)C3=CC(=O)C=CO3)C2=C1

References

General References
Not Available
PubChem Compound
24815904
PubChem Substance
347828556
ChemSpider
32700981
Wikipedia
Piromelatine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentAlzheimer's Disease (AD)1
2CompletedTreatmentPrimary Insomnia1
2, 3Active Not RecruitingTreatmentAlzheimer's Disease (AD)1
1CompletedTreatmentInsomnia1
Not AvailableCompletedNot AvailableDiarrhea- Irritable Bowel Syndrome1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0154 mg/mLALOGPS
logP2.04ALOGPS
logP1.59Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.72Chemaxon
pKa (Strongest Basic)-1.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area80.42 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity86.88 m3·mol-1Chemaxon
Polarizability32.54 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0209000000-0cfe158a96a46b38eac5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03fr-1198000000-4e7f6142911439a9663f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0923000000-3d278a3f413e723c5290
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9031000000-2b18353e96a68de4c11c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0920000000-11cacd9afff8bf81348f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0007-9440000000-0f08e8f1bc2502353ce4
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]-194.1302392
predicted
DarkChem Lite v0.1.0
[M-H]-171.49187
predicted
DeepCCS 1.0 (2019)
[M+H]+193.9952392
predicted
DarkChem Lite v0.1.0
[M+H]+173.84985
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.6455392
predicted
DarkChem Lite v0.1.0
[M+Na]+180.23112
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 21:50 / Updated at February 21, 2021 18:53