3-Oxoconopharyngine






Names

    • 3-Oxoconopharyngine

Attributes

  • Canonical SMILES

    CC[C@H]1CC2C[C@]3(C(OC)=O)[C@H]1[N@@](CCC4=C3NC5=CC(OC)=C(OC)C=C45)C2=O

  • InChI

    InChI=1S/C23H28N2O5/c1-5-12-8-13-11-23(22(27)30-4)19-14(6-7-25(20(12)23)21(13)26)15-9-17(28-2)18(29-3)10-16(15)24-19/h9-10,12-13,20,24H,5-8,11H2,1-4H3/t12-,13?,20-,23+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 80.86000000000001
  • #RotBonds: 4
  • MW: 412.4860000000002
  • HBD: 1
  • HBA: 5
  • logP: 2.7990000000000013
  • Chemical Formula: C23H28N2O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial

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) -4.9
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.99
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.81
    Distribution Blood-Brain Barrier (Central Nervous System) -3.13
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.82
    Plasma Protein Binding 56.3
    Steady State Volume of Distribution 3.68
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate 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 7.56
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.07
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.62
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.8
    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 -52.76
    Rat (Acute) 2.76
    Rat (Chronic Oral) 2.26
    Fathead Minnow 4.16
    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 488.96
    Hydration Free Energy -3.77
    Log(D) at pH=7.4 2.58
    Log(P) 2.24
    Log S -3.82
    Log(Vapor Pressure) -8.44
    Melting Point 234.4
    pKa Acid 9.49
    pKa Basic 6.78