Hydroxy-3-(2-oxopropyl)coronaridineindolenine






Names

    • Hydroxy-3-(2-oxopropyl)coronaridineindolenine

Attributes

  • Canonical SMILES

    CC[C@@]1([H])C[C@]2([H])C[C@@]3(C(OC)=O)C4=NC5=CC=CC=C5[C@@]4(O)CCN([C@@H]2CC(C)=O)[C@]31[H]

  • InChI

    InChI=1S/C24H30N2O4/c1-4-15-12-16-13-23(22(28)30-3)20(15)26(19(16)11-14(2)27)10-9-24(29)17-7-5-6-8-18(17)25-21(23)24/h5-8,15-16,19-20,29H,4,9-13H2,1-3H3/t15-,16+,19+,20-,23-,24-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 79.2
  • #RotBonds: 4
  • MW: 410.51400000000024
  • HBD: 1
  • HBA: 6
  • logP: 2.991500000000002
  • Chemical Formula: C24H30N2O4


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) -4.8
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.71
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.77
    Distribution Blood-Brain Barrier (Central Nervous System) -2.67
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.88
    Plasma Protein Binding 64.36
    Steady State Volume of Distribution 1.67
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor 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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 3.75
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.99
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.52
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 8.77
    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 -45.91
    Rat (Acute) 2.94
    Rat (Chronic Oral) 1.49
    Fathead Minnow 4.07
    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 427.61
    Hydration Free Energy -3.21
    Log(D) at pH=7.4 2.48
    Log(P) 1.75
    Log S -2.73
    Log(Vapor Pressure) -9.38
    Melting Point 209.61
    pKa Acid 7.18
    pKa Basic 5.55