3,7-Coronaridine isoindolenine






Names

    • 3,7-Coronaridine isoindolenine

Attributes

  • Canonical SMILES

    O=C(OC)[C@]12C3=NC4=C(C=CC=C4)C3(C5)CCN[C@H]1[C@H](CC)C[C@H]5C2

  • InChI

    InChI=1S/C21H26N2O2/c1-3-14-10-13-11-20-8-9-22-17(14)21(12-13,19(24)25-2)18(20)23-16-7-5-4-6-15(16)20/h4-7,13-14,17,22H,3,8-12H2,1-2H3/t13-,14-,17+,20?,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 50.69
  • #RotBonds: 2
  • MW: 338.45100000000014
  • HBD: 1
  • HBA: 4
  • logP: 3.3717000000000024
  • Chemical Formula: C21H26N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. peduncularis Thailand 761087 WU 0099055

External Databases


References

  • Two Novel Iboga-Type and an Oxindole Glucuronide Alkaloid from Tabernaemontana peduncularis Disclose Related Biosynthetic Pathways to Tabernaemontana divaricata. Molecules, 2023 (PMID 37764440).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative
    • 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) -4.81
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.71
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.73
    Distribution Blood-Brain Barrier (Central Nervous System) -2.1
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.02
    Plasma Protein Binding 59.37
    Steady State Volume of Distribution 2.11
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.48
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.69
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.0
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.74
    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 -3.46
    Rat (Acute) 3.27
    Rat (Chronic Oral) 1.68
    Fathead Minnow 3.92
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 405.76
    Hydration Free Energy -5.16
    Log(D) at pH=7.4 3.29
    Log(P) 2.73
    Log S -3.9
    Log(Vapor Pressure) -6.71
    Melting Point 168.99
    pKa Acid 9.74
    pKa Basic 7.65