Tabercorymine A






Names

    • Tabercorymine A

Attributes

  • Canonical SMILES

    CC[C@@H]1[C@@]2([H])C[C@](C3=C(OC)C=CC4=C3NC5=C4CCN(C6)[C@]7([H])[C@@]5(C(OC)=O)C[C@@]6([H])C[C@]7([H])CC)(O)C([C@@H]8C[C@]9([H])N(C)[C@H]1OC[C@@]92C(OC)=O)=NC%10=C8C=CC=C%10

  • InChI

    InChI=1S/C44H54N4O7/c1-7-24-17-23-19-42(40(49)53-5)36-28(15-16-48(21-23)38(24)42)27-13-14-32(52-4)34(35(27)46-36)44(51)20-30-25(8-2)39-47(3)33(43(30,22-55-39)41(50)54-6)18-29-26-11-9-10-12-31(26)45-37(29)44/h9-14,23-25,29-30,33,38-39,46,51H,7-8,15-22H2,1-6H3/t23-,24+,25-,29-,30-,33+,38+,39+,42-,43+,44-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 125.92
  • #RotBonds: 6
  • MW: 750.9370000000001
  • HBD: 2
  • HBA: 10
  • logP: 5.587200000000006
  • Chemical Formula: C44H54N4O7


Species

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

External Databases


References

  • Tabercorymines A and B, Two Vobasinyl-Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa. Org Lett, 2017 (PMID 28876071).

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) -5.83
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 106.79
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 14709.9
    Distribution Blood-Brain Barrier (Central Nervous System) -2.3
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 1.09
    Plasma Protein Binding 81.82
    Steady State Volume of Distribution 3.88
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-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 Inhibitor
    Excretion Clearance 5.78
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -346.67
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.96
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.35
    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 Toxic
    T. Pyriformis -26697565.28
    Rat (Acute) 3.03
    Rat (Chronic Oral) 2.44
    Fathead Minnow 33701.5
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 2999128.02
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.52
    Log(P) 4.44
    Log S -5.22
    Log(Vapor Pressure) -98663.14
    Melting Point 266.68
    pKa Acid -666.89
    pKa Basic 6.43