Isovoafolidine






Names

    • Isovoafolidine

Attributes

  • Canonical SMILES

    CC[C@]34CC6[C@]([C@](CC%12)2C3N%12CC5C4O5)(O)N(CC7(CN%13C([C@](CC(C=CC=C%11)=C%11N%10)(CC%13)C%10=C(C(OC)=O)C9)[C@]89[C@H]7OCC8)C6)C1=C2C=CC=C1

  • InChI

    InChI=1S/C43H50N4O5/c1-3-39-20-26-19-38(24-47-30-11-7-5-9-28(30)42(43(26,47)49)13-16-45(36(39)42)22-31-33(39)52-31)23-46-15-12-40-18-25-8-4-6-10-29(25)44-32(40)27(34(48)50-2)21-41(35(40)46)14-17-51-37(38)41/h4-11,26,31,33,35-37,44,49H,3,12-24H2,1-2H3/t26?,31?,33?,35?,36?,37-,38?,39+,40-,41-,42+,43+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 90.04
  • #RotBonds: 2
  • MW: 702.8960000000001
  • HBD: 2
  • HBA: 9
  • logP: 4.443300000000004
  • Chemical Formula: C43H50N4O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. pachysiphon Nigeria, Netherlands 403125 HXJ20171220

External Databases


References

  • Tabernaesines A-I, Cytotoxic Aspidosperma-Aspidosperma-Type Bisindole Alkaloids from Tabernaemontana pachysiphon. J Nat Prod, 2020 (PMID 33112136).

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) -5.63
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 42.13
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 6232.6
    Distribution Blood-Brain Barrier (Central Nervous System) -2.74
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.31
    Plasma Protein Binding 61.26
    Steady State Volume of Distribution 2.63
    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 Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.73
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -151.67
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.49
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 4.34
    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 -11314652.96
    Rat (Acute) 3.2
    Rat (Chronic Oral) 1.59
    Fathead Minnow 14284.06
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 1270081.02
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.78
    Log(P) 3.93
    Log S -5.03
    Log(Vapor Pressure) -41723.56
    Melting Point 302.57
    pKa Acid -258.75
    pKa Basic 7.0