Conolodinine D






Names

    • Conolodinine D

Attributes

  • Canonical SMILES

    O[C@H]4[C@@]3(CC)CC(C(OC)=O)=C([C@](CC7)2C3N7[C@H]6[C@@H]4OC5=CC8=C(C[C@@]9%11C(C(C(OC)=O)C[C@@]%10(CC)C9N(CC%11)C[C@H](O)[C@H]%10O)N8)C=[C@@]56)N=C(C2=C1)C(OC)=C(OC)C1=O

  • InChI

    InChI=1S/C45H54N4O11/c1-7-42-17-22(38(54)58-5)34-44(9-11-48(40(42)44)19-27(51)36(42)52)16-20-13-21-28(15-25(20)46-34)60-33-30(21)49-12-10-45-24-14-26(50)31(56-3)32(57-4)29(24)47-35(45)23(39(55)59-6)18-43(8-2,37(33)53)41(45)49/h13-15,22,27,30,33-34,36-37,40-41,46,51-53H,7-12,16-19H2,1-6H3/t22?,27-,30+,33-,34?,36+,37+,40?,41?,42+,43+,44-,45-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 188.91999999999996
  • #RotBonds: 6
  • MW: 826.9440000000001
  • HBD: 4
  • HBA: 15
  • logP: 2.3412000000000033
  • Chemical Formula: C45H54N4O11


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Conolodinines A-D, Aspidosperma- Aspidosperma Bisindole Alkaloids with Antiproliferative Activity from Tabernaemontana corymbosa. J Nat Prod, 2019 (PMID 30869890).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative
    • Growth inhibitory

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) -5.92
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 1229.97
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 161530.26
    Distribution Blood-Brain Barrier (Central Nervous System) -3.35
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.78
    Plasma Protein Binding 74.32
    Steady State Volume of Distribution 1.52
    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 Non-Inhibitor
    Excretion Clearance 1.91
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -3758.56
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.97
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.14
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Toxic
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -293170368.24
    Rat (Acute) 2.93
    Rat (Chronic Oral) 2.12
    Fathead Minnow 370069.37
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 32968622.09
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 -4.81
    Log(P) 1.89
    Log S -4.04
    Log(Vapor Pressure) -1085562.53
    Melting Point 309.4
    pKa Acid -7839.43
    pKa Basic -31.73