Bisnordihydrotoxiferine - Compound Card

Bisnordihydrotoxiferine

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Bisnordihydrotoxiferine

Structure
Zoomed Structure
  • Family: Plantae - Loganiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Bisindole Alkaloid
Canonical Smiles C/C=C\1/CN2CCC34C2CC1C1=CN2c5ccccc5C56C2C(=CN(C31)c1c4cccc1)C1CC6N(CC5)C/C/1=C/C
InChI InChI=1S/C38H40N4/c1-3-23-19-39-15-13-37-29-9-5-8-12-32(29)42-22-28-26-18-34-38(14-16-40(34)20-24(26)4-2)30-10-6-7-11-31(30)41(36(28)38)21-27(35(37)42)25(23)17-33(37)39/h3-12,21-22,25-26,33-36H,13-20H2,1-2H3/b23-3-,24-4-,27-21?,28-22?
InChIKey XISKMNBBUQQBBE-GNQOHBJNSA-N
Formula C38H40N4
HBA 4
HBD 0
MW 552.77
Rotatable Bonds 0
TPSA 12.96
LogP 6.13
Number Rings 11
Number Aromatic Rings 2
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 552.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Strychnos icaja Loganiaceae Plantae 1040889
2 Strychnos icaja Loganiaceae Plantae 1040889

Showing of synonyms

  • Tchinda A, Tamze V, et al. (2012). Alkaloids from the stem bark of Strychnos icaja. Phytochemistry Letters, 2012, 5(1), 108-113. [View]
  • Frederich M, Hayette MP, et al. (1999). In vitro activities of Strychnos alkaloids and extracts against Plasmodium falciparum.. Antimicrobial agents and chemotherapy,1999, 43(9), 2328-31. [View] [PubMed]
Pubchem: 6440874

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1C234)N5C2C(C6C(=C)CN(C3C6)CC4)=CN7c8c(cccc8)C19C7C(=C5)C2C(=C)CN(C9C2)CC1

Level: 0

Mol. Weight: 552.77 g/mol

Anti-plasmodial
Antimalarial

Absorption

Caco-2 (logPapp)
-5.12
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
64.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.66
Plasma Protein Binding
34.05
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
6.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.81
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.26
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.47
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-120708.54
Rat (Acute)
3.17
Rat (Chronic Oral)
1.7
Fathead Minnow
162.16
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
11095.33
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.84
Log(P)
5.85
Log S
-4.31
Log(Vapor Pressure)
-345.61
Melting Point
210.99
pKa Acid
7.19
pKa Basic
8.86

No predicted protein targets found for this compound.

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