Penduliflorine C






Names

    • Penduliflorine C

Attributes

  • Canonical SMILES

    C/C=C(C4)\[C@@](CC(OC)=O)([H])C[C@@]([NH+]4[C@@]([C@@]([O-])=O)([H])C3)([H])C2=C3C1=CC=CC=C1N2

  • InChI

    InChI=1S/C21H24N2O4/c1-3-12-11-23-17(8-13(12)9-19(24)27-2)20-15(10-18(23)21(25)26)14-6-4-5-7-16(14)22-20/h3-7,13,17-18,22H,8-11H2,1-2H3,(H,25,26)/b12-3-/t13-,17-,18-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 86.66
  • #RotBonds: 3
  • MW: 368.43300000000005
  • HBD: 2
  • HBA: 4
  • logP: 0.29780000000000234
  • Chemical Formula: C21H24N2O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. penduliflora Cameroon, 37036/HNC, Nigeria 761088 40,411 HCN

External Databases


References

  • Antiplasmodial activities of indole alkaloids from Tabernaemontana penduliflora K. Schum (Apocynaceae). Fitoterapia, 2021 (PMID 34029654).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory

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) -5.68
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.7
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.44
    Distribution Blood-Brain Barrier (Central Nervous System) -3.62
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.99
    Plasma Protein Binding 64.25
    Steady State Volume of Distribution 0.63
    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 Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.4
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor -0.12
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.22
    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 -11.43
    Rat (Acute) 2.9
    Rat (Chronic Oral) 1.7
    Fathead Minnow 4.4
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 462.74
    Hydration Free Energy -6.45
    Log(D) at pH=7.4 -0.01
    Log(P) 0.32
    Log S -1.86
    Log(Vapor Pressure) -10.63
    Melting Point 286.86
    pKa Acid 4.06
    pKa Basic 6.75