Conodusine B






Names

    • Conodusine B

Attributes

  • Canonical SMILES

    [H][C@@]12C[C@]3(C4=C(CCN5C6[C@@H](C1([C@]653)C2)C(C)=O)C7=C(C=CC=C7)N4)[H]

  • InChI

    InChI=1S/C20H20N2O/c1-10(23)16-18-20-14(8-11-9-19(11,16)20)17-13(6-7-22(18)20)12-4-2-3-5-15(12)21-17/h2-5,11,14,16,18,21H,6-9H2,1H3/t11-,14-,16-,18?,19?,20-,22?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 35.87
  • #RotBonds: 1
  • MW: 304.393
  • HBD: 1
  • HBA: 2
  • logP: 2.859400000000001
  • Chemical Formula: C20H20N2O


Species

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

External Databases


References

  • Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga Alkaloids with C-20α Substitution. J Nat Prod, 2016 (PMID 27077800).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Growth inhibitory

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) -4.76
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.66
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.88
    Distribution Blood-Brain Barrier (Central Nervous System) -2.39
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.68
    Plasma Protein Binding 56.79
    Steady State Volume of Distribution 3.45
    Metabolism Breast Cancer Resistance Protein Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 12.41
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.72
    Biodegradation Safe
    Carcinogenesis Toxic
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.48
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.11
    Micronucleos Toxic
    NR-AhR Safe
    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 -1.89
    Rat (Acute) 2.88
    Rat (Chronic Oral) 1.76
    Fathead Minnow 3.96
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 398.72
    Hydration Free Energy -6.48
    Log(D) at pH=7.4 2.94
    Log(P) 2.27
    Log S -3.22
    Log(Vapor Pressure) -8.58
    Melting Point 254.86
    pKa Acid 12.05
    pKa Basic 6.33