Contortarine A






Names

    • Contortarine A

Attributes

  • Canonical SMILES

    C\C=C%11/C%12CC%10C(C2=CC=CC3=C2N(CC89CCN%10C%11)[C@]47[C@]63C5[C@@](CCCN5CC6)(CC7)CC4)8N([C@@H]%12C(OC)=O)C1=C9C=CC=C1

  • InChI

    InChI=1S/C40H46N4O2/c1-3-25-23-42-20-17-37-24-43-33-28(39-18-21-41-19-7-12-36(35(39)41)13-15-38(39,43)16-14-36)9-6-10-29(33)40(37)31(42)22-26(25)32(34(45)46-2)44(40)30-11-5-4-8-27(30)37/h3-6,8-11,26,31-32,35H,7,12-24H2,1-2H3/b25-3-/t26?,31?,32-,35?,36-,37?,38-,39+,40?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 39.260000000000005
  • #RotBonds: 1
  • MW: 614.8340000000005
  • HBD: 0
  • HBA: 6
  • logP: 5.487900000000006
  • Chemical Formula: C40H46N4O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. contorta Cameroon 761060 N43440/HNC

External Databases


References

  • Indoline alkaloids from Tabernaemontana contorta with cancer chemopreventive activity. Phytochemistry, 2017 (PMID 28950224).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory
    • Cancer chemopreventive

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) -5.48
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -1.39
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 493.69
    Distribution Blood-Brain Barrier (Central Nervous System) -2.63
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.59
    Plasma Protein Binding 81.14
    Steady State Volume of Distribution 5.02
    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 Non-Inhibitor
    Excretion Clearance 2.91
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -9.56
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.7
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.3
    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 -898615.99
    Rat (Acute) 4.44
    Rat (Chronic Oral) 1.53
    Fathead Minnow 1138.03
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 99169.75
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.27
    Log(P) 4.95
    Log S -4.87
    Log(Vapor Pressure) -3201.16
    Melting Point 281.01
    pKa Acid 1.84
    pKa Basic 8.43