Conodusine C






Names

    • Conodusine C

Attributes

  • Canonical SMILES

    CC(=O)[C@H]1C[C@@H]2C[C@@H]3[C@H]1[N@+](C2)(CCC4=C3NC5=CC=CC=C45)[O-]

  • InChI

    InChI=1S/C19H22N2O2/c1-11(22)15-8-12-9-16-18-14(6-7-21(23,10-12)19(15)16)13-4-2-3-5-17(13)20-18/h2-5,12,15-16,19-20H,6-10H2,1H3/t12-,15-,16+,19+,21-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 55.92
  • #RotBonds: 1
  • MW: 310.397
  • HBD: 1
  • HBA: 2
  • logP: 3.119600000000001
  • Chemical Formula: C19H22N2O2


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) -5.43
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.88
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.64
    Distribution Blood-Brain Barrier (Central Nervous System) -3.48
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.51
    Plasma Protein Binding 85.7
    Steady State Volume of Distribution 1.08
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-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 14.02
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.86
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.2
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 3.85
    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 0.02
    Rat (Acute) 2.77
    Rat (Chronic Oral) 2.1
    Fathead Minnow 3.85
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 445.17
    Hydration Free Energy -6.92
    Log(D) at pH=7.4 1.89
    Log(P) 0.59
    Log S -1.59
    Log(Vapor Pressure) -9.8
    Melting Point 278.24
    pKa Acid 6.4
    pKa Basic 3.24