Conofolidine






Names

    • Conofolidine

Attributes

  • Canonical SMILES

    CC[C@]12CC(C(OC)=O)=C3[C@]4(C5=CC(O)=C(OC)C(OC)=C5N3)[C@@]1([H])N([C@H]6[C@H](OC7=CC8=C([C@]9%10CCN%11[C@@]9([H])[C@@]%12(CC(C(OC)=O)=C%10N8)CCO[C@H]%12CC%11)C=C67)[C@H]2O)CC4

  • InChI

    InChI=1S/C44H50N4O10/c1-6-41-18-21(37(51)55-4)35-44(24-16-26(49)31(53-2)32(54-3)29(24)46-35)9-13-48(40(41)44)30-20-15-23-25(17-27(20)58-33(30)36(41)50)45-34-22(38(52)56-5)19-42-10-14-57-28(42)7-11-47-12-8-43(23,34)39(42)47/h15-17,28,30,33,36,39-40,45-46,49-50H,6-14,18-19H2,1-5H3/t28-,30+,33-,36+,39-,40-,41+,42+,43-,44-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 160.51999999999998
  • #RotBonds: 5
  • MW: 794.9019999999997
  • HBD: 4
  • HBA: 14
  • logP: 3.998400000000002
  • Chemical Formula: C44H50N4O10


Species

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

External Databases


References

  • A Hexacyclic, Iboga-Derived Monoterpenoid Indole with a Contracted Tetrahydroazepine C-Ring and Incorporation of an Isoxazolidine Moiety, a Seco-Corynanthean, an Aspidosperma-Aspidosperma Bisindole with Anticancer Properties, and the Absolute Configuration of the Pyridopyrimidine Indole Alkaloid, Vernavosine. J Nat Prod, 2016 (PMID 27759387).
  • Conolodinines A-D, Aspidosperma- Aspidosperma Bisindole Alkaloids with Antiproliferative Activity from Tabernaemontana corymbosa. J Nat Prod, 2019 (PMID 30869890).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative
    • 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) -5.8
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 787.97
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 103784.52
    Distribution Blood-Brain Barrier (Central Nervous System) -3.83
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.77
    Plasma Protein Binding 68.12
    Steady State Volume of Distribution 2.57
    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 Non-Inhibitor
    Excretion Clearance 3.43
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -2415.11
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.21
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.27
    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 -188363060.27
    Rat (Acute) 2.53
    Rat (Chronic Oral) 2.16
    Fathead Minnow 237770.05
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Toxic
    General Properties Boiling Point 21180885.21
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 1.09
    Log(P) 2.74
    Log S -4.43
    Log(Vapor Pressure) -697391.19
    Melting Point 316.2
    pKa Acid -5022.45
    pKa Basic -7.99