Polyneurine C






Names

    • Polyneurine C

Attributes

  • Canonical SMILES

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

  • InChI

    InChI=1S/C22H28N2O4/c1-12(26)16-9-13-10-22(21(27)28-2)19-15(14-5-3-4-6-17(14)23-19)7-8-24(20(16)22)18(13)11-25/h3-6,12-13,16,18,20,23,25-26H,7-11H2,1-2H3/t12-,13-,16-,18+,20+,22-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 85.78999999999999
  • #RotBonds: 3
  • MW: 384.47600000000006
  • HBD: 3
  • HBA: 5
  • logP: 1.5868999999999998
  • Chemical Formula: C22H28N2O4


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) -5.38
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.09
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.53
    Distribution Blood-Brain Barrier (Central Nervous System) -3.11
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.76
    Plasma Protein Binding 56.74
    Steady State Volume of Distribution 6.0
    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 Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.68
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.19
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.85
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.9
    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 -20.89
    Rat (Acute) 3.25
    Rat (Chronic Oral) 2.34
    Fathead Minnow 4.1
    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 446.54
    Hydration Free Energy -6.0
    Log(D) at pH=7.4 1.96
    Log(P) 1.15
    Log S -2.98
    Log(Vapor Pressure) -9.78
    Melting Point 204.3
    pKa Acid 7.03
    pKa Basic 7.54