Tabercarpamine E






Names

    • CHEMBL3286760
    • Tabercarpamine E

Attributes

  • Canonical SMILES

    COC1=CC=C2C(N=C3[C@@]24[C@](N5CC4)([H])[C@@](CC)(C(OCC5)=O)C[C@H]3C(OC)=O)=C1

  • InChI

    InChI=1S/C22H26N2O5/c1-4-21-12-14(18(25)28-3)17-22(15-6-5-13(27-2)11-16(15)23-17)7-8-24(19(21)22)9-10-29-20(21)26/h5-6,11,14,19H,4,7-10,12H2,1-3H3/t14-,19+,21+,22+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 77.43
  • #RotBonds: 3
  • MW: 398.4590000000002
  • HBD: 0
  • HBA: 7
  • logP: 2.2395000000000005
  • Chemical Formula: C22H26N2O5


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) -5.03
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.92
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.75
    Distribution Blood-Brain Barrier (Central Nervous System) -2.63
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.72
    Plasma Protein Binding 45.11
    Steady State Volume of Distribution 1.85
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.45
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.04
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.39
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 9.68
    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 -37.76
    Rat (Acute) 3.03
    Rat (Chronic Oral) 1.73
    Fathead Minnow 4.04
    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 447.44
    Hydration Free Energy -3.76
    Log(D) at pH=7.4 1.97
    Log(P) 2.07
    Log S -3.04
    Log(Vapor Pressure) -8.34
    Melting Point 206.12
    pKa Acid 7.71
    pKa Basic 6.34