Isosungucine - Compound Card

Isosungucine

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Isosungucine

Structure
Zoomed Structure
  • Family: Plantae - Loganiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Bisindole Alkaloid
Canonical Smiles C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@@H]1C=C([C@H]2C[C@]56[C@H]7N2C/C(=C/C)/[C@H](C7)C2=CCC(=O)N([C@H]62)c2c5cccc2)C(=O)N([C@H]31)c1c4cccc1
InChI InChI=1S/C42H42N4O2/c1-3-23-21-43-16-15-41-30-9-5-8-12-33(30)46-39(41)28(27(23)18-35(41)43)17-29(40(46)48)34-20-42-31-10-6-7-11-32(31)45-37(47)14-13-25(38(42)45)26-19-36(42)44(34)22-24(26)4-2/h3-13,17,26-28,34-36,38-39H,14-16,18-22H2,1-2H3/b23-3-,24-4-/t26-,27-,28-,34+,35-,36-,38-,39-,41+,42+/m0/s1
InChIKey YUHHQTGJEOQYDV-RARADXCZSA-N
Formula C42H42N4O2
HBA 4
HBD 0
MW 634.82
Rotatable Bonds 1
TPSA 47.1
LogP 5.66
Number Rings 12
Number Aromatic Rings 2
Heavy Atom Count 48
Formal Charge 0
Fraction CSP3 0.48
Exact Mass 634.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 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]
Pubchem: 5471853
Nmrshiftdb2: 60023078

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1C234)N5C2C(=CCC5=O)C6C(=C)CN(C3C6)C(C4)C(C7=O)=CC(C8C(=C)CN(C9C8)CC1)C2N7c(c3C129)cccc3

Level: 1

Mol. Weight: 634.82 g/mol

Structure

SMILES: C1CN(C2C3)CC(=C)C3C(C=CC4=O)C5N4c(c6C125)cccc6

Level: 0

Mol. Weight: 634.82 g/mol

Structure

SMILES: C1CN(C2C3)CC(=C)C3C(=CCC4=O)C5N4c(c6C125)cccc6

Level: 0

Mol. Weight: 634.82 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
5.45
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1383.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.98
Plasma Protein Binding
89.05
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.08
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-35.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.38
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.72
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
-2512473.12
Rat (Acute)
3.5
Rat (Chronic Oral)
2.06
Fathead Minnow
3174.34
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
280185.3
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.08
Log(P)
4.72
Log S
-5.14
Log(Vapor Pressure)
-9136.07
Melting Point
390.67
pKa Acid
-29.38
pKa Basic
6.6

No predicted protein targets found for this compound.

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