NAV

Metralindole

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

Identification

Generic Name
Metralindole
DrugBank Accession Number
DB09306
Background

Metralindole, also known as Inkazan, is similar in structure and pharmacology to pirlindole. It functions as a reversible inhibitor of monoamine oxidase A. In Russia, this drug was investigated for potential antidepressant activity.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 255.321
Monoisotopic: 255.137162179
Chemical Formula
C15H17N3O
Synonyms
  • Incasan
  • Inkazan
  • Metralindole
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Pharmacology

Indication

Investigated for the treatment of depression.

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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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Metralindole hydrochlorideM15TM76Y3L53734-79-5RQQVSZWEVNAKGW-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as beta carbolines. These are compounds containing a 9H-pyrido[3,4-b]indole moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Pyridoindoles
Direct Parent
Beta carbolines
Alternative Parents
3-alkylindoles / Anisoles / Alkyl aryl ethers / Imidolactams / Pyrroles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidamides / Carboxamidines / Azacyclic compounds
show 2 more
Substituents
3-alkylindole / Alkyl aryl ether / Amidine / Anisole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Beta-carboline / Carboximidamide / Carboxylic acid amidine
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
2QW3FL6OPA
CAS number
54188-38-4
InChI Key
GVXBHSBKKJRBMS-UHFFFAOYSA-N
InChI
InChI=1S/C15H17N3O/c1-17-7-8-18-13-4-3-10(19-2)9-12(13)11-5-6-16-15(17)14(11)18/h3-4,9H,5-8H2,1-2H3
IUPAC Name
12-methoxy-4-methyl-1,4,6-triazatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁵]hexadeca-5,9(16),10(15),11,13-pentaene
SMILES
COC1=CC2=C(C=C1)N1CCN(C)C3=NCCC2=C13

References

General References
  1. Andreeva NI, Golovina SM, Faermark MF, Shvarts GIa, Mashkovskii MD: [The comparative influence of pyrazidol, inkazan and other antidepressant monoamine oxidase inhibitors on the pressor effect of tyramine]. Farmakol Toksikol. 1991 Mar-Apr;54(2):38-40. [Article]
PubChem Compound
68713
PubChem Substance
310265195
ChemSpider
61964
ChEBI
135044
ChEMBL
CHEMBL1619017
ZINC
ZINC000100011469
Wikipedia
Metralindole

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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 Solubility0.367 mg/mLALOGPS
logP1.62ALOGPS
logP1.61Chemaxon
logS-2.8ALOGPS
pKa (Strongest Basic)8.95Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area29.76 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity75.95 m3·mol-1Chemaxon
Polarizability28.93 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
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/MSsplash10-0a4i-0090000000-4342eb49ee4544f6c3f0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-84a8aaced875c5547d36
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-ccc014aedca3ec5a2031
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-b5d2ff173df185a291e5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05bk-0490000000-29ad2a297c602ef0bc39
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0290000000-2264f8eff00ff37cae0f
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]-168.27705
predicted
DarkChem Lite v0.1.0
[M-H]-160.51253
predicted
DeepCCS 1.0 (2019)
[M+H]+169.47575
predicted
DarkChem Lite v0.1.0
[M+H]+162.87053
predicted
DeepCCS 1.0 (2019)
[M+Na]+168.70495
predicted
DarkChem Lite v0.1.0
[M+Na]+169.07695
predicted
DeepCCS 1.0 (2019)

Drug created at November 12, 2015 16:17 / Updated at February 21, 2021 18:52