Tabercarpamine D






Names

    • Tabercarpamine D
    • CHEMBL3286759

Attributes

  • Canonical SMILES

    COC1=CC=C2C(N=C3[C@@]24[C@@](N(CCO)CC4)([H])[C@@](CC)(C(O)=O)C[C@H]3C(OC)=O)=C1

  • InChI

    InChI=1S/C22H28N2O6/c1-4-21(20(27)28)12-14(18(26)30-3)17-22(7-8-24(9-10-25)19(21)22)15-6-5-13(29-2)11-16(15)23-17/h5-6,11,14,19,25H,4,7-10,12H2,1-3H3,(H,27,28)/t14-,19-,21+,22+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 108.66000000000003
  • #RotBonds: 6
  • MW: 416.47400000000016
  • HBD: 2
  • HBA: 7
  • logP: 1.7595999999999996
  • Chemical Formula: C22H28N2O6


Species

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

External Databases


References

  • Tabercarpamines A-J, apoptosis-inducing indole alkaloids from the leaves of Tabernaemontana corymbosa. J Nat Prod, 2014 (PMID 24773071).

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) -5.72
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.9
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.93
    Distribution Blood-Brain Barrier (Central Nervous System) -2.57
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.66
    Plasma Protein Binding 44.81
    Steady State Volume of Distribution 0.74
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate 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 Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 2.73
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.34
    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 8.55
    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 -43.55
    Rat (Acute) 2.65
    Rat (Chronic Oral) 2.16
    Fathead Minnow 3.9
    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 471.72
    Hydration Free Energy -4.45
    Log(D) at pH=7.4 -0.39
    Log(P) 1.93
    Log S -1.96
    Log(Vapor Pressure) -11.91
    Melting Point 200.51
    pKa Acid 4.17
    pKa Basic 6.93