Conolodinine A






Names

    • Conolodinine A

Attributes

  • Canonical SMILES

    COC1=C(C=C3C(N=C2C(C(OC)=O)=C[C@]5([C@H]4[C@@]23CCN4[C@H]6[C@H](OC7=[C@]6C=C9C(NC8=C(C(OC)=O)C[C@@]%11(CC)[C@H]%10[C@@]89CCN%10C[C@@H]%12[C@H]%11O%12)=C7)[C@H]5O)CC)=C1OC)O

  • InChI

    InChI=1S/C44H48N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-16,27,29,32,35-36,39-40,45,49-50H,7-12,17-18H2,1-6H3/t27-,29-,32+,35-,36-,39+,40+,41-,42-,43-,44-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 164.14999999999998
  • #RotBonds: 6
  • MW: 792.886
  • HBD: 3
  • HBA: 14
  • logP: 3.9396000000000035
  • Chemical Formula: C44H48N4O10


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Trimeric and dimeric Aspidosperma-type alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'. Bioorg Chem, 2021 (PMID 34500306).

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) -5.54
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 521.07
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 68876.56
    Distribution Blood-Brain Barrier (Central Nervous System) -3.62
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.88
    Plasma Protein Binding 58.94
    Steady State Volume of Distribution 2.01
    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 5.83
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -1602.92
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.12
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 3.73
    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 -125009416.06
    Rat (Acute) 2.49
    Rat (Chronic Oral) 1.85
    Fathead Minnow 157800.7
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 14055183.82
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 3.0
    Log(P) 2.62
    Log S -4.79
    Log(Vapor Pressure) -462751.79
    Melting Point 295.04
    pKa Acid -3318.38
    pKa Basic 8.78