Pleiokomenine A - Compound Card

Pleiokomenine A

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Pleiokomenine A

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles COC(=O)C1C[C@@]23CCCN4[C@@H]3[C@@]3([C@]1(CC2)N(C)c1c3cc(cc1)Cc1ccc2c(c1)[C@@]13CCN5[C@H]1[C@]1(CCC5)CC[C@@]3(N2C)[C@H](C1)C(=O)OC)CC4
InChI InChI=1S/C45H56N4O4/c1-46-34-9-7-28(24-30(34)42-17-21-48-19-5-11-40(38(42)48)13-15-44(42,46)32(26-40)36(50)52-3)23-29-8-10-35-31(25-29)43-18-22-49-20-6-12-41(39(43)49)14-16-45(43,47(35)2)33(27-41)37(51)53-4/h7-10,24-25,32-33,38-39H,5-6,11-23,26-27H2,1-4H3/t32-,33?,38+,39+,40-,41-,42+,43-,44-,45-/m1/s1
InChIKey RJJDPKDKAKXJTE-USOAUOQFSA-N
Formula C45H56N4O4
HBA 8
HBD 0
MW 716.97
Rotatable Bonds 4
TPSA 65.56
LogP 5.81
Number Rings 14
Number Aromatic Rings 2
Heavy Atom Count 53
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 716.43
Number of Lipinski Rule Violations 2
# 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]
Pubchem: 137628515

No compound-protein relationship available.

Structure

SMILES: C1CCN(CC2)C3C1(CC4)CCC4(C235)Nc6c5cc(cc6)Cc(cc7)cc8c7NC9(C128)CCC3(CC9)C1N(CC2)CCC3

Level: 1

Mol. Weight: 716.97 g/mol

Structure

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

Level: 0

Mol. Weight: 716.97 g/mol

Cancer cell growth inhibitory

Absorption

Caco-2 (logPapp)
-5.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
78.190
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10904.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.250
Plasma Protein Binding
82.25
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
4.200
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-259.380
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.580
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.840
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
-19794848.340
Rat (Acute)
4.000
Rat (Chronic Oral)
1.770
Fathead Minnow
24989.200
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
2224101.310
Hydration Free Energy
-2.920
Log(D) at pH=7.4
5.130
Log(P)
4.39
Log S
-5.27
Log(Vapor Pressure)
-73134.86
Melting Point
333.63
pKa Acid
-479.55
pKa Basic
9.11

No predicted protein targets found for this compound.

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