Tetradehydrolongicaudatine Y - Compound Card

Tetradehydrolongicaudatine Y

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Tetradehydrolongicaudatine Y

Structure
Zoomed Structure
  • Family: Plantae - Loganiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Bisindole Alkaloid
Canonical Smiles OC/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]1[C@H](O)C(=CN([C@H]31)c1c4cccc1)[C@H]1C[C@@H]2N(C/C/1=C/C)CCc1c2[nH]c2c1cccc2
InChI InChI=1S/C38H42N4O2/c1-2-22-19-40-14-11-25-24-7-3-5-9-30(24)39-35(25)32(40)17-26(22)28-21-42-31-10-6-4-8-29(31)38-13-15-41-20-23(12-16-43)27(18-33(38)41)34(36(28)44)37(38)42/h2-10,12,21,26-27,32-34,36-37,39,43-44H,11,13-20H2,1H3/b22-2-,23-12-/t26-,27-,32-,33-,34-,36+,37-,38+/m0/s1
InChIKey SAOCQHSCOLQBFR-NMWCRYOMSA-N
Formula C38H42N4O2
HBA 5
HBD 3
MW 586.78
Rotatable Bonds 2
TPSA 65.97
LogP 5.06
Number Rings 10
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 586.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Strychnos usambarensis Loganiaceae Plantae 992791

Showing of synonyms

  • 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: 44559870
Nmrshiftdb2: 60023084

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1C234)N5C2C(C6C(=C)CN(C3C6)CC4)CC(=C5)C(C7)C(=C)CN(CC8)C7c(c8c19)[nH]c9cccc1

Level: 1

Mol. Weight: 586.78 g/mol

Structure

SMILES: C1CN(C2C3)CC(=C)C3C(CC=C4)C5N4c(c6C125)cccc6

Level: 0

Mol. Weight: 586.78 g/mol

Structure

SMILES: C1CC(=C)CN(CC2)C1c(c2c34)[nH]c3cccc4

Level: 0

Mol. Weight: 586.78 g/mol

Antimalarial

Absorption

Caco-2 (logPapp)
-5.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
135.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.38
Plasma Protein Binding
90.83
Steady State Volume of Distribution
-

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
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.55
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.39
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.71
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
-246936.21
Rat (Acute)
2.83
Rat (Chronic Oral)
2.36
Fathead Minnow
319.54
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
24405.43
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.55
Log(P)
4.2
Log S
-4.39
Log(Vapor Pressure)
-764.41
Melting Point
286.18
pKa Acid
7.08
pKa Basic
6.7

No predicted protein targets found for this compound.

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