Polyneurine D






Names

    • Polyneurine D

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](O)C)C4=C3C(C=CC=C5)=C5N4

  • InChI

    InChI=1S/C23H28N2O4/c1-13(27)17-11-14-12-23(22(28)29-2)20-16(15-5-3-4-6-18(15)24-20)7-9-25(21(17)23)19(14)8-10-26/h3-6,10,13-14,17,19,21,24,27H,7-9,11-12H2,1-2H3/t13-,14-,17-,19+,21+,23-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 82.63
  • #RotBonds: 4
  • MW: 396.4870000000001
  • HBD: 2
  • HBA: 5
  • logP: 2.1835999999999993
  • Chemical Formula: C23H28N2O4


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) -5.03
    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 -0.57
    Distribution Blood-Brain Barrier (Central Nervous System) -2.85
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.56
    Plasma Protein Binding 52.27
    Steady State Volume of Distribution 3.16
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-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 8.28
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.81
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.77
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.93
    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 -33.65
    Rat (Acute) 3.34
    Rat (Chronic Oral) 1.61
    Fathead Minnow 4.08
    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 430.54
    Hydration Free Energy -5.29
    Log(D) at pH=7.4 2.15
    Log(P) 1.23
    Log S -3.1
    Log(Vapor Pressure) -9.37
    Melting Point 196.51
    pKa Acid 6.54
    pKa Basic 7.21