Tabertinggine






Names

    • Tabertinggine

Attributes

  • Canonical SMILES

    CC(C(C[C@@]1([H])C2)=C[C@](N2CC3)(C1)C4=C3C5=C(N4)C=CC=C5)=O

  • InChI

    InChI=1S/C19H20N2O/c1-12(22)14-8-13-9-19(10-14)18-16(6-7-21(19)11-13)15-4-2-3-5-17(15)20-18/h2-5,10,13,20H,6-9,11H2,1H3/t13-,19-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 36.1
  • #RotBonds: 1
  • MW: 292.382
  • HBD: 1
  • HBA: 2
  • logP: 3.160300000000001
  • Chemical Formula: C19H20N2O


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Voatinggine and tabertinggine, pentacyclic indole alkaloids derived from an iboga precursor via a common cleavamine-type intermediate. Org Lett, 2013 (PMID 23991636).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Cytotoxicity

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) -4.86
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.79
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.06
    Distribution Blood-Brain Barrier (Central Nervous System) -2.32
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.82
    Plasma Protein Binding 61.02
    Steady State Volume of Distribution 3.4
    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 Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 11.14
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.82
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.0
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.39
    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 0.74
    Rat (Acute) 2.85
    Rat (Chronic Oral) 1.79
    Fathead Minnow 3.91
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 396.89
    Hydration Free Energy -8.92
    Log(D) at pH=7.4 2.56
    Log(P) 2.62
    Log S -3.56
    Log(Vapor Pressure) -8.25
    Melting Point 222.89
    pKa Acid 12.83
    pKa Basic 6.83