Biscarpamontamine A






Names

    • Biscarpamontamine A
    • CHEMBL1079126

Attributes

  • Canonical SMILES

    CC[C@]1([H])C[C@]2([H])C[C@@]3(C(OC)=O)[C@H]1[N@@](CCC4=C3N(CC5=C[C@]6(CCO)CC(C(OC)=O)=C7C8(C9=CC=CC=C9N7)[C@]6([H])N(CC8)C5)C%10=C4C=C(OC)C=C%10)[C@@H]2O

  • InChI

    InChI=1S/C44H52N4O7/c1-5-26-18-27-21-44(41(52)55-4)36(26)47(38(27)50)15-12-29-30-19-28(53-2)10-11-34(30)48(37(29)44)24-25-20-42(14-17-49)22-31(39(51)54-3)35-43(13-16-46(23-25)40(42)43)32-8-6-7-9-33(32)45-35/h6-11,19-20,26-27,36,38,40,45,49-50H,5,12-18,21-24H2,1-4H3/t26-,27-,36+,38-,40-,42-,43?,44-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 125.73
  • #RotBonds: 8
  • MW: 748.921
  • HBD: 3
  • HBA: 11
  • logP: 4.6330000000000044
  • Chemical Formula: C44H52N4O7


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. sphaerocarpa Indonesia 761099 AP070902

External Databases


References

  • Biscarpamontamines A and B, an aspidosperma-iboga bisindole alkaloid and an aspidosperma-aspidosperma bisindole alkaloid, from Tabernaemontana sphaerocarpa. J Nat Prod, 2009 (PMID 19711971).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Cytotoxicity

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) -5.76
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 115.93
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 15896.31
    Distribution Blood-Brain Barrier (Central Nervous System) -2.97
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.1
    Plasma Protein Binding 69.25
    Steady State Volume of Distribution 2.94
    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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 6.29
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -374.25
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.29
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.64
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -28851412.8
    Rat (Acute) 2.76
    Rat (Chronic Oral) 1.92
    Fathead Minnow 36420.51
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 3240859.01
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.4
    Log(P) 4.13
    Log S -4.6
    Log(Vapor Pressure) -106632.47
    Melting Point 234.16
    pKa Acid -720.87
    pKa Basic 8.73