3R/S-Hydroxyconoduramine






Names

    • 3R/S-Hydroxyconoduramine

Attributes

  • Canonical SMILES

    [H][C@@]12[C@H](C[C@H]3[C@@H](O)[N@@]1CCC4=C([C@]2(C(OC)=O)C3)NC5=CC(OC)=C([C@]6(C[C@@H]7[C@H](C(OC)=O)[C@@H](N(C/C7=C/C)C)CC8=C6NC9=CC=CC=C89)[H])C=C45)CC

  • InChI

    InChI=1S/C43H52N4O6/c1-7-22-15-24-20-43(42(50)53-6)38-26(13-14-47(39(22)43)40(24)48)28-17-29(35(51-4)19-33(28)45-38)30-16-27-23(8-2)21-46(3)34(36(27)41(49)52-5)18-31-25-11-9-10-12-32(25)44-37(30)31/h8-12,17,19,22,24,27,30,34,36,39-40,44-45,48H,7,13-16,18,20-21H2,1-6H3/b23-8-/t22-,24+,27-,30+,34-,36-,39-,40+,43+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 120.12
  • #RotBonds: 5
  • MW: 720.911
  • HBD: 3
  • HBA: 8
  • logP: 5.807300000000005
  • Chemical Formula: C43H52N4O6


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial

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) -5.98
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 28.54
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 4500.16
    Distribution Blood-Brain Barrier (Central Nervous System) -3.51
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.18
    Plasma Protein Binding 89.54
    Steady State Volume of Distribution 4.69
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 10.34
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -109.09
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.27
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.84
    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 -8164904.04
    Rat (Acute) 2.84
    Rat (Chronic Oral) 2.47
    Fathead Minnow 10308.57
    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 914443.08
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.15
    Log(P) 5.69
    Log S -5.53
    Log(Vapor Pressure) -30046.72
    Melting Point 299.91
    pKa Acid -177.1
    pKa Basic 5.47