Chippiine






Names

    • Chippiine

Attributes

  • Canonical SMILES

    COC(C(CCN1)=C2C=C3N([C@@H](O)[C@@]4([H])C[C@]3(C(OC)=O)[C@]1([H])[C@@H](CC)C4)C2=C5)=C5OC

  • InChI

    InChI=1S/C23H30N2O5/c1-5-12-8-13-11-23(22(27)30-4)18-9-15-14(6-7-24-20(12)23)19(29-3)17(28-2)10-16(15)25(18)21(13)26/h9-10,12-13,20-21,24,26H,5-8,11H2,1-4H3/t12-,13+,20-,21-,23+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 81.95
  • #RotBonds: 4
  • MW: 414.50200000000024
  • HBD: 2
  • HBA: 7
  • logP: 2.5243
  • Chemical Formula: C23H30N2O5


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) -4.85
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.9
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.09
    Distribution Blood-Brain Barrier (Central Nervous System) -3.14
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.66
    Plasma Protein Binding 47.25
    Steady State Volume of Distribution 1.92
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-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 7.82
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.95
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.35
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 9.73
    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 -58.42
    Rat (Acute) 2.95
    Rat (Chronic Oral) 1.85
    Fathead Minnow 4.11
    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 449.78
    Hydration Free Energy -3.6
    Log(D) at pH=7.4 2.74
    Log(P) 1.63
    Log S -2.61
    Log(Vapor Pressure) -8.98
    Melting Point 200.68
    pKa Acid 10.05
    pKa Basic 7.37