Tabernine C






Names

    • Tebernine C
    • 2-(3-methyl-9H-pyrido(3,4-b)indol-1-yl)ethanamine
    • 2-(3-methyl-9H-pyrido[3,4-b]indol-1-yl)ethanamine
    • CHEMBL550999
    • Tabernine C

Attributes

  • Canonical SMILES

    CC1=CC2=C(C(CCN)=N1)NC3=C2C=CC=C3

  • InChI

    InChI=1S/C14H15N3/c1-9-8-11-10-4-2-3-5-12(10)17-14(11)13(16-9)6-7-15/h2-5,8,17H,6-7,15H2,1H3

  • Molecule Class: Alkaloids
  • TPSA: 54.699999999999996
  • #RotBonds: 2
  • MW: 225.29500000000004
  • HBD: 2
  • HBA: 2
  • logP: 2.5257200000000006
  • Chemical Formula: C14H15N3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. elegans Mozambique, South Africa, Indonesia 761068 23/SM

External Databases


References

  • Tabernines A-C, beta-carbolines from the leaves of Tabernaemontana elegans. J Nat Prod, 2009 (PMID 19473031).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.

Predicted ADMET Properties

    Property Model Name Predicted Value
    Absorption Caco-2 (logPaap) -5.26
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.59
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.83
    Distribution Blood-Brain Barrier (Central Nervous System) -2.16
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.76
    Plasma Protein Binding 34.6
    Steady State Volume of Distribution 1.76
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 5.65
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Safe
    Bioconcentration Factor 0.7
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.35
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.8
    Micronucleos Toxic
    NR-AhR Toxic
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 0.2
    Rat (Acute) 2.85
    Rat (Chronic Oral) 1.75
    Fathead Minnow 4.22
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 393.29
    Hydration Free Energy -12.52
    Log(D) at pH=7.4 1.62
    Log(P) 2.58
    Log S -3.27
    Log(Vapor Pressure) -7.33
    Melting Point 202.89
    pKa Acid 13.01
    pKa Basic 9.41