3S-Cyanocoronaridine






Names

    • 3S-Cyanocoronaridine

Attributes

  • Canonical SMILES

    CC[C@]1([H])CC2C[C@@]3(C(OC)=O)[C@]1([H])N(CCC4=C3NC5=CC=CC=C45)[C@@H]2C[N]

  • InChI

    InChI=1S/C22H27N3O2/c1-3-13-10-14-11-22(21(26)27-2)19-16(15-6-4-5-7-17(15)24-19)8-9-25(20(13)22)18(14)12-23/h4-7,13-14,18,20,24H,3,8-12H2,1-2H3/t13-,14?,18-,20-,22+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 67.63
  • #RotBonds: 3
  • MW: 365.4770000000001
  • HBD: 1
  • HBA: 3
  • logP: 2.692500000000001
  • Chemical Formula: C22H27N3O2


Species

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

External Databases


References

  • Virtual Screening of compounds from Tabernaemontana divaricata for potential anti-bacterial activity. Bioinformation, 2014 (PMID 24748755).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antibacterial

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) -5.64
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.89
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.1
    Distribution Blood-Brain Barrier (Central Nervous System) -2.79
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.77
    Plasma Protein Binding 58.85
    Steady State Volume of Distribution 4.81
    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 8.65
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.53
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -2.03
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.38
    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 -15.87
    Rat (Acute) 4.74
    Rat (Chronic Oral) 0.92
    Fathead Minnow 4.1
    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 431.22
    Hydration Free Energy -5.69
    Log(D) at pH=7.4 2.08
    Log(P) 1.51
    Log S -3.72
    Log(Vapor Pressure) -8.64
    Melting Point 253.33
    pKa Acid 9.17
    pKa Basic 7.65