Polyneurine E






Names

    • Polyneurine E

Attributes

  • Canonical SMILES

    O=C(OC)[C@]([C@@]1([H])N([C@@]2([H])CC=O)CC3)(C[C@@]2([H])C[C@]1([H])C([H])C)C4=C3C(C=CC=C5)=C5N4

  • InChI

    InChI=1S/C23H28N2O3/c1-3-14-12-15-13-23(22(27)28-2)20-17(16-6-4-5-7-18(16)24-20)8-10-25(21(14)23)19(15)9-11-26/h4-7,11,14-15,19,21,24H,3,8-10,12-13H2,1-2H3/t14-,15+,19-,21-,23+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 62.4
  • #RotBonds: 4
  • MW: 380.48800000000006
  • HBD: 1
  • HBA: 4
  • logP: 3.2128000000000014
  • Chemical Formula: C23H28N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. polyneura Malaysia 2746208 KLU49438

External Databases


References

  • Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura. Phytochemistry, 2023 (PMID 36646163).

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) -4.94
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.85
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.82
    Distribution Blood-Brain Barrier (Central Nervous System) -2.95
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.67
    Plasma Protein Binding 54.94
    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 Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.63
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.02
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.46
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 8.57
    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 -24.55
    Rat (Acute) 3.43
    Rat (Chronic Oral) 1.42
    Fathead Minnow 4.11
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 432.64
    Hydration Free Energy -4.94
    Log(D) at pH=7.4 2.95
    Log(P) 2.64
    Log S -3.46
    Log(Vapor Pressure) -8.78
    Melting Point 188.28
    pKa Acid 7.65
    pKa Basic 6.99