Bisnaecarpamine B






Names

    • Bisnaecarpamine B

Attributes

  • Canonical SMILES

    C/C=C3/CN(C)[C@H]4CC1=C([C@H]([C@]5=CC=C(O)C6=C5C7=C(C([N+](C8)(C)[C@H]9C7)C[C@H]([C@@](C(OC)=O)9CO)/C8=C\C)N6C)C[C@H]3[C@H]4C(O)=O)NC2=C1C=CC=C2

  • InChI

    InChI=1S/C43H50N4O6/c1-7-22-19-45(3)32-16-28-24-11-9-10-12-31(24)44-38(28)27(15-26(22)37(32)41(50)51)25-13-14-34(49)40-36(25)29-17-35-43(21-48,42(52)53-6)30-18-33(39(29)46(40)4)47(35,5)20-23(30)8-2/h7-14,26-27,30,32-33,35,37,44,48H,15-21H2,1-6H3,(H-,49,50,51)/p+1/b22-7-,23-8-/t26-,27+,30+,32+,33?,35+,37-,43-,47?/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 128.02
  • #RotBonds: 4
  • MW: 719.9030000000002
  • HBD: 4
  • HBA: 7
  • logP: 5.564500000000005
  • Chemical Formula: C43H51N4O6+


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. macrocarpa Indonesia 761080 -

External Databases


References

  • Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack. J Nat Med, 2021 (PMID 33822287).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimalarial

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) -5.55
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 19.15
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 3332.65
    Distribution Blood-Brain Barrier (Central Nervous System) -4.02
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.39
    Plasma Protein Binding 102.32
    Steady State Volume of Distribution 1.25
    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 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 5.98
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -81.78
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.39
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 6.22
    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 -6053939.07
    Rat (Acute) 3.23
    Rat (Chronic Oral) 1.24
    Fathead Minnow 7644.32
    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 676983.26
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 2.22
    Log(P) 1.77
    Log S -3.4
    Log(Vapor Pressure) -22236.12
    Melting Point 338.02
    pKa Acid -131.77
    pKa Basic 6.5