Conodusine D






Names

    • Conodusine D

Attributes

  • Canonical SMILES

    CC(C4[C@H]3C(C5=O)C([C@](O)2CCN3CC5C4)=NC1=C2C=C(OC)C=C1)=O

  • InChI

    InChI=1S/C20H22N2O4/c1-10(23)13-7-11-9-22-6-5-20(25)14-8-12(26-2)3-4-15(14)21-19(20)16(17(13)22)18(11)24/h3-4,8,11,13,16-17,25H,5-7,9H2,1-2H3/t11?,13?,16?,17-,20+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 79.19999999999999
  • #RotBonds: 2
  • MW: 354.40600000000006
  • HBD: 1
  • HBA: 6
  • logP: 1.4671999999999998
  • Chemical Formula: C20H22N2O4


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) -4.96
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.79
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.93
    Distribution Blood-Brain Barrier (Central Nervous System) -2.85
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.61
    Plasma Protein Binding 47.53
    Steady State Volume of Distribution 1.68
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-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 6.94
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.95
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.1
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 7.92
    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 -6.94
    Rat (Acute) 2.83
    Rat (Chronic Oral) 1.6
    Fathead Minnow 4.3
    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 419.25
    Hydration Free Energy -4.91
    Log(D) at pH=7.4 0.64
    Log(P) -0.26
    Log S -2.15
    Log(Vapor Pressure) -9.29
    Melting Point 214.39
    pKa Acid 6.28
    pKa Basic 4.19