Polyneurine F






Names

    • Polyneurine F

Attributes

  • Canonical SMILES

    O=C(OC)[C@]([C@@]1([H])N(C2=O)CC3)(C[C@@]2([H])C[C@]1([H])CCO)C4=C3C(C=CC=C5)=C5N4

  • InChI

    InChI=1S/C21H24N2O4/c1-27-20(26)21-11-13-10-12(7-9-24)18(21)23(19(13)25)8-6-15-14-4-2-3-5-16(14)22-17(15)21/h2-5,12-13,18,22,24H,6-11H2,1H3/t12-,13+,18-,21+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 82.63
  • #RotBonds: 3
  • MW: 368.433
  • HBD: 2
  • HBA: 4
  • logP: 1.7541999999999995
  • Chemical Formula: C21H24N2O4


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) -5.05
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.94
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.74
    Distribution Blood-Brain Barrier (Central Nervous System) -2.78
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.67
    Plasma Protein Binding 58.32
    Steady State Volume of Distribution 6.04
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 9.03
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.98
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.65
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.3
    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 -13.56
    Rat (Acute) 3.5
    Rat (Chronic Oral) 2.39
    Fathead Minnow 4.01
    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 471.22
    Hydration Free Energy -6.71
    Log(D) at pH=7.4 1.82
    Log(P) 1.21
    Log S -3.3
    Log(Vapor Pressure) -9.34
    Melting Point 231.72
    pKa Acid 8.63
    pKa Basic 7.21