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(1S,11S,12R,13R,14E,16S,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-14-(2-hydroxyethylidene)-16-methyl-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-11-ol

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 c82827e1-0a38-4a28-828f-be1d51e4fb08
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1S,11S,12R,13R,14E,16S,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-14-(2-hydroxyethylidene)-16-methyl-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-11-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H41N4O3/c1-4-23-20-42-15-12-25-35-30(9-7-11-33(35)47-3)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(13-17-45)27(19-34(40)44)36(38(28)46)39(40)43/h5-13,15,18,20-21,27,34,36,38-39,45-46H,4,14,16-17,19,22H2,1-3H3/q+1/b24-13-/t27-,34-,36-,38+,39-,40+,44-/m0/s1
InChI Key LTNBQBFWZNZZMF-ZDVRGJGESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H41N4O3+
Molecular Weight 625.80 g/mol
Exact Mass 625.31786618 g/mol
Topological Polar Surface Area (TPSA) 70.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,11S,12R,13R,14E,16S,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-14-(2-hydroxyethylidene)-16-methyl-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-11-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6061 60.61%
Caco-2 - 0.8077 80.77%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5742 57.42%
OATP2B1 inhibitior + 0.7138 71.38%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9970 99.70%
P-glycoprotein inhibitior + 0.8732 87.32%
P-glycoprotein substrate + 0.7577 75.77%
CYP3A4 substrate + 0.7347 73.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7774 77.74%
CYP3A4 inhibition + 0.6659 66.59%
CYP2C9 inhibition - 0.7133 71.33%
CYP2C19 inhibition - 0.7356 73.56%
CYP2D6 inhibition - 0.6653 66.53%
CYP1A2 inhibition - 0.6818 68.18%
CYP2C8 inhibition + 0.8392 83.92%
CYP inhibitory promiscuity + 0.7785 77.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5967 59.67%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9439 94.39%
Skin irritation - 0.7722 77.22%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9325 93.25%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5409 54.09%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8235 82.35%
Acute Oral Toxicity (c) III 0.6382 63.82%
Estrogen receptor binding + 0.8770 87.70%
Androgen receptor binding + 0.7694 76.94%
Thyroid receptor binding + 0.7279 72.79%
Glucocorticoid receptor binding + 0.8469 84.69%
Aromatase binding + 0.6412 64.12%
PPAR gamma + 0.7374 73.74%
Honey bee toxicity - 0.6475 64.75%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9731 97.31%

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
CHEMBL240 Q12809 HERG 99.66% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.64% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.60% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.95% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.74% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.07% 89.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.99% 96.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.81% 93.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.31% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL2535 P11166 Glucose transporter 89.75% 98.75%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.70% 94.03%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 89.42% 96.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.30% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.13% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.06% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 87.96% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.80% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.63% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 87.34% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.02% 91.11%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 86.34% 98.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.89% 85.49%
CHEMBL5747 Q92793 CREB-binding protein 81.01% 95.12%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.94% 90.95%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.82% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.66% 96.77%

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 163185500
LOTUS LTS0041171
wikiData Q105157044