Polyneurine H






Names

    • Polyneurine H

Attributes

  • Canonical SMILES

    O=C(OC)[C@]12C3=NC4=C(C=CC=C4)[C@@]3(O)CCN(C5)[C@@]1([H])[C@]([C@H](O)C)([H])C[C@]5([H])C2

  • InChI

    InChI=1S/C21H26N2O4/c1-12(24)14-9-13-10-20(19(25)27-2)17(14)23(11-13)8-7-21(26)15-5-3-4-6-16(15)22-18(20)21/h3-6,12-14,17,24,26H,7-11H2,1-2H3/t12-,13-,14-,17+,20+,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 82.36
  • #RotBonds: 2
  • MW: 370.4490000000002
  • HBD: 2
  • HBA: 6
  • logP: 1.6145999999999996
  • Chemical Formula: C21H26N2O4


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) -5.12
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.86
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.37
    Distribution Blood-Brain Barrier (Central Nervous System) -2.55
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.63
    Plasma Protein Binding 54.37
    Steady State Volume of Distribution 3.1
    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 4.01
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.52
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.56
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.47
    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 -11.95
    Rat (Acute) 3.18
    Rat (Chronic Oral) 1.98
    Fathead Minnow 4.05
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 402.75
    Hydration Free Energy -4.26
    Log(D) at pH=7.4 1.52
    Log(P) 0.71
    Log S -2.61
    Log(Vapor Pressure) -8.84
    Melting Point 186.4
    pKa Acid 5.93
    pKa Basic 6.88