Polyneurine B






Names

    • Polyneurine B

Attributes

  • Canonical SMILES

    O=C([C@@]12C3=C(C4=CC=CC=C4N3)CCN[C@]1([H])[C@](C[C@@H](C2)CO)([H])[C@H](C)O)OC

  • InChI

    InChI=1S/C21H28N2O4/c1-12(25)16-9-13(11-24)10-21(20(26)27-2)18(16)22-8-7-15-14-5-3-4-6-17(14)23-19(15)21/h3-6,12-13,16,18,22-25H,7-11H2,1-2H3/t12-,13-,16-,18+,21+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 94.58000000000001
  • #RotBonds: 3
  • MW: 372.46500000000015
  • HBD: 4
  • HBA: 5
  • logP: 1.4922999999999997
  • Chemical Formula: C21H28N2O4


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) -5.4
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.08
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.73
    Distribution Blood-Brain Barrier (Central Nervous System) -3.02
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.63
    Plasma Protein Binding 53.58
    Steady State Volume of Distribution 5.26
    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 9.99
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor -0.63
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.44
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.49
    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 -9.95
    Rat (Acute) 3.21
    Rat (Chronic Oral) 2.27
    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 430.7
    Hydration Free Energy -8.48
    Log(D) at pH=7.4 2.44
    Log(P) 0.47
    Log S -2.72
    Log(Vapor Pressure) -9.01
    Melting Point 169.91
    pKa Acid 8.8
    pKa Basic 7.59