Polyneurine A






Names

    • Polyneurine A

Attributes

  • Canonical SMILES

    O=C1[C@]([C@@]2([H])N(C3)CC4)(C[C@@]3([H])C[C@@]2(CC)O1)C5=C4C(C=CC=C6)=C6N5

  • InChI

    InChI=1S/C20H22N2O2/c1-2-19-9-12-10-20(18(23)24-19)16-14(7-8-22(11-12)17(19)20)13-5-3-4-6-15(13)21-16/h3-6,12,17,21H,2,7-11H2,1H3/t12-,17+,19-,20-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 45.33
  • #RotBonds: 1
  • MW: 322.40799999999996
  • HBD: 1
  • HBA: 3
  • logP: 2.7616000000000005
  • Chemical Formula: C20H22N2O2


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) -4.65
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.08
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.39
    Distribution Blood-Brain Barrier (Central Nervous System) -2.34
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.78
    Plasma Protein Binding 59.19
    Steady State Volume of Distribution 5.97
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.77
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.05
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.07
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.95
    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 -3.48
    Rat (Acute) 3.14
    Rat (Chronic Oral) 2.11
    Fathead Minnow 3.96
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 434.38
    Hydration Free Energy -4.37
    Log(D) at pH=7.4 2.58
    Log(P) 2.4
    Log S -3.76
    Log(Vapor Pressure) -9.3
    Melting Point 274.03
    pKa Acid 8.13
    pKa Basic 7.28