3R and 3S-Hydroxy-16-decarbomethoxyconodurine






Names

    • 3R and 3S-Hydroxy-16-decarbomethoxyconodurine

Attributes

  • Canonical SMILES

    CC[C@H]1C[C@@H]2CC3[C@H]1[N@@](CCC4=C3NC5=C4C=CC(OC)=C5[C@H]6C[C@@H]7[C@H](C(OC)=O)[C@@H](N(C)C/C7=C/C)CC8=C6NC9=CC=CC=C89)C2O

  • InChI

    InChI=1S/C41H50N4O4/c1-6-21-16-23-17-30-36-26(14-15-45(39(21)30)40(23)46)25-12-13-33(48-4)35(38(25)43-36)29-18-27-22(7-2)20-44(3)32(34(27)41(47)49-5)19-28-24-10-8-9-11-31(24)42-37(28)29/h7-13,21,23,27,29-30,32,34,39-40,42-43,46H,6,14-20H2,1-5H3/b22-7-/t21-,23+,27-,29+,30?,32-,34-,39-,40?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 93.82000000000001
  • #RotBonds: 4
  • MW: 662.8750000000002
  • HBD: 3
  • HBA: 6
  • logP: 6.480100000000007
  • Chemical Formula: C41H50N4O4


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) -6.04
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 0.26
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 792.07
    Distribution Blood-Brain Barrier (Central Nervous System) -3.4
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.36
    Plasma Protein Binding 94.55
    Steady State Volume of Distribution 4.85
    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 Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 11.04
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -18.05
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.11
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.03
    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 Toxic
    T. Pyriformis -1434810.08
    Rat (Acute) 2.96
    Rat (Chronic Oral) 2.56
    Fathead Minnow 1812.96
    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 157967.15
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.01
    Log(P) 5.97
    Log S -5.62
    Log(Vapor Pressure) -5151.46
    Melting Point 285.17
    pKa Acid -9.49
    pKa Basic 5.9