10′-Demethoxy-19,20-dihydrovobatensine D






Names

    • 10′-Demethoxy-19,20-dihydrovobatensine D

Attributes

  • Canonical SMILES

    CC[C@@]1([H])C[C@]2([H])C[C@@]3([H])C4=NC5=CC([C@@H]6C7=C(C[C@](C8C(OC)=O)([H])N(C)C[C@@H](CC)[C@@]8([H])C6)C9=CC=CC=C9N7)=CC=C5[C@@]4(O)CCN(C2)[C@]31[H]

  • InChI

    InChI=1S/C40H50N4O3/c1-5-23-15-22-16-30-37(23)44(20-22)14-13-40(46)31-12-11-25(17-33(31)42-38(30)40)28-18-27-24(6-2)21-43(3)34(35(27)39(45)47-4)19-29-26-9-7-8-10-32(26)41-36(28)29/h7-12,17,22-24,27-28,30,34-35,37,41,46H,5-6,13-16,18-21H2,1-4H3/t22-,23+,24-,27-,28-,30-,34+,35?,37+,40+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 81.16
  • #RotBonds: 4
  • MW: 634.8650000000001
  • HBD: 2
  • HBA: 6
  • logP: 6.405600000000007
  • Chemical Formula: C40H50N4O3


Species

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

External Databases


References

  • Flabellipparicine, a Flabelliformide-Apparicine-Type Bisindole Alkaloid from Tabernaemontana divaricata. J Nat Prod, 2018 (PMID 30169038).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative

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) -5.89
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney -3.39
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 291.44
    Distribution Blood-Brain Barrier (Central Nervous System) -2.72
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.66
    Plasma Protein Binding 97.21
    Steady State Volume of Distribution 3.3
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 6.25
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.63
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.03
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.15
    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 -526536.79
    Rat (Acute) 2.93
    Rat (Chronic Oral) 0.89
    Fathead Minnow 667.6
    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 55400.41
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.89
    Log(P) 5.06
    Log S -5.65
    Log(Vapor Pressure) -1789.0
    Melting Point 286.65
    pKa Acid 4.29
    pKa Basic 7.04