N1-methylkopsinin-N4-oxide - Compound Card

N1-methylkopsinin-N4-oxide

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N1-methylkopsinin-N4-oxide

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles COC(=O)[C@@H]1C[C@@]23CCCN4(=O)[C@@H]3[C@@]3([C@]1(CC2)N(C)c1c3cccc1)CC4
InChI InChI=1S/C22H28N2O3/c1-23-17-7-4-3-6-15(17)21-11-13-24(26)12-5-8-20(19(21)24)9-10-22(21,23)16(14-20)18(25)27-2/h3-4,6-7,16,19H,5,8-14H2,1-2H3/t16-,19-,20+,21+,22+,24?/m0/s1
InChIKey BNUUKLQENFAVRA-TUVPEOKUSA-N
Formula C22H28N2O3
HBA 4
HBD 0
MW 368.48
Rotatable Bonds 1
TPSA 52.6
LogP 2.97
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 368.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pleiocarpa pycnantha Apocynaceae Plantae 1220085

Showing of synonyms

  • Ndongo JT, Mbing JN, et al. (2018). Carbazole-, aspidofractinine-, and aspidocarpamine-type alkaloids from Pleiocarpa pycnantha.. Journal of natural products,2018, 81(5), 1193-1202. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc2c1NC3(C245)CCC6(CC3)C4N(=O)(CC5)CCC6

Level: 0

Mol. Weight: 368.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.600
Plasma Protein Binding
68.97
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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.480
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.110
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.480
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.780
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
-14.680
Rat (Acute)
3.030
Rat (Chronic Oral)
1.930
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
450.600
Hydration Free Energy
-6.050
Log(D) at pH=7.4
2.500
Log(P)
1.18
Log S
-2.05
Log(Vapor Pressure)
-8.87
Melting Point
226.93
pKa Acid
6.55
pKa Basic
3.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.8181
Alanine racemase Q180W0 Q180W0_CLOD6 Clostridioides difficile 3 0.8028
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7941
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7865
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7675
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 3 0.7629
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7514
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7440
Cytochrome P450 monooxygenase PikC O87605 PIKC_STRVZ Streptomyces venezuelae 2 0.7416

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