Conolobine A






Names

    • Conolobine A

Attributes

  • Canonical SMILES

    O=C([C@@]([C@]1([C@H](O1)C)C2)([H])CCN2C3)C4=C3C5=CC=CC=C5N4

  • InChI

    InChI=1S/C17H18N2O2/c1-10-17(21-10)9-19-7-6-13(17)16(20)15-12(8-19)11-4-2-3-5-14(11)18-15/h2-5,10,13,18H,6-9H2,1H3/t10-,13-,17-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 48.63
  • #RotBonds: 0
  • MW: 282.34299999999996
  • HBD: 1
  • HBA: 3
  • logP: 2.3435999999999995
  • Chemical Formula: C17H18N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Biologically active ibogan and vallesamine derivatives from Tabernaemontana divaricata. Chem Biodivers, 2004 (PMID 17191876).

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) -4.96
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.81
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.4
    Distribution Blood-Brain Barrier (Central Nervous System) -2.79
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.38
    Plasma Protein Binding 27.5
    Steady State Volume of Distribution 2.4
    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 Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 17.83
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.08
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.05
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.84
    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 2.26
    Rat (Acute) 2.74
    Rat (Chronic Oral) 2.09
    Fathead Minnow 3.91
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 390.8
    Hydration Free Energy -8.78
    Log(D) at pH=7.4 1.35
    Log(P) 1.73
    Log S -3.06
    Log(Vapor Pressure) -7.94
    Melting Point 202.31
    pKa Acid 5.56
    pKa Basic 7.15