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(4aR,5aS,8aS,13aS,15aR,15bR)-15-(3-ethyl-8-methoxy-6,7-dihydroindolo[2,3-a]quinolizin-2-yl)-6-methyl-2,4a,5,5a,7,8,13a,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-6-ium

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 703abded-5833-447f-8f53-c9917565bbfe
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (4aR,5aS,8aS,13aS,15aR,15bR)-15-(3-ethyl-8-methoxy-6,7-dihydroindolo[2,3-a]quinolizin-2-yl)-6-methyl-2,4a,5,5a,7,8,13a,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-6-ium
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H41N4O2/c1-4-23-20-42-15-12-25-35-30(9-7-11-33(35)45-3)41-37(25)32(42)18-26(23)28-21-43-31-10-6-5-8-29(31)40-14-16-44(2)22-24-13-17-46-38(28)36(39(40)43)27(24)19-34(40)44/h5-11,13,18,20-21,27,34,36,38-39H,4,12,14-17,19,22H2,1-3H3/q+1/t27-,34-,36-,38-,39-,40+,44?/m0/s1
InChI Key AAJSOHFSWPEFNN-QFQUXZBZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H41N4O2+
Molecular Weight 609.80 g/mol
Exact Mass 609.32295156 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,5aS,8aS,13aS,15aR,15bR)-15-(3-ethyl-8-methoxy-6,7-dihydroindolo[2,3-a]quinolizin-2-yl)-6-methyl-2,4a,5,5a,7,8,13a,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-6-ium

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4707 47.07%
Caco-2 - 0.7032 70.32%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5251 52.51%
OATP2B1 inhibitior + 0.5708 57.08%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.9486 94.86%
P-glycoprotein substrate + 0.8074 80.74%
CYP3A4 substrate + 0.7440 74.40%
CYP2C9 substrate - 0.7961 79.61%
CYP2D6 substrate - 0.7996 79.96%
CYP3A4 inhibition + 0.8393 83.93%
CYP2C9 inhibition - 0.6522 65.22%
CYP2C19 inhibition - 0.7462 74.62%
CYP2D6 inhibition - 0.6740 67.40%
CYP1A2 inhibition - 0.6864 68.64%
CYP2C8 inhibition + 0.8209 82.09%
CYP inhibitory promiscuity + 0.6612 66.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5969 59.69%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.9490 94.90%
Skin irritation - 0.7676 76.76%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9757 97.57%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8255 82.55%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7527 75.27%
Acute Oral Toxicity (c) III 0.5746 57.46%
Estrogen receptor binding + 0.8699 86.99%
Androgen receptor binding + 0.7551 75.51%
Thyroid receptor binding + 0.7089 70.89%
Glucocorticoid receptor binding + 0.8567 85.67%
Aromatase binding + 0.6301 63.01%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.6524 65.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9907 99.07%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.43% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.20% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.19% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.81% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.29% 85.14%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 93.47% 94.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.43% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 91.86% 95.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.75% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.61% 94.00%
CHEMBL240 Q12809 HERG 90.22% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.04% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.37% 97.14%
CHEMBL2581 P07339 Cathepsin D 88.29% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.16% 93.99%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.51% 82.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.19% 91.11%
CHEMBL2535 P11166 Glucose transporter 84.23% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 83.70% 95.93%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.69% 94.08%
CHEMBL5028 O14672 ADAM10 83.56% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.40% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.74% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.67% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.57% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.52% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Strychnos guianensis

Cross-Links

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PubChem 163190932
LOTUS LTS0027173
wikiData Q104907969