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(1S,11S,12R,13R,14E,16S,19S,21S)-10-(3-ethyl-8-methoxy-6,7-dihydroindolo[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 63fc9512-1395-44be-9060-b1235f94f974
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1S,11S,12R,13R,14E,16S,19S,21S)-10-(3-ethyl-8-methoxy-6,7-dihydroindolo[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) CCC1=CN2CCC3=C4C(=NC3=C2C=C1C5=CN6C7C(C5O)C8CC9C7(CC[N+]9(CC8=CCO)C)C1=CC=CC=C16)C=CC=C4OC
SMILES (Isomeric) CCC1=CN2CCC3=C4C(=NC3=C2C=C1C5=CN6[C@H]7[C@H]([C@@H]5O)[C@H]\8C[C@H]9[C@@]7(CC[N@+]9(C/C8=C/CO)C)C1=CC=CC=C16)C=CC=C4OC
InChI InChI=1S/C40H43N4O3/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/h5-11,13,18,20-21,27,34,36,38-39,45-46H,4,12,14-17,19,22H2,1-3H3/q+1/b24-13-/t27-,34-,36-,38+,39-,40+,44-/m0/s1
InChI Key MPBXTVZTOPAKIA-ZDVRGJGESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H43N4O3+
Molecular Weight 627.80 g/mol
Exact Mass 627.33351625 g/mol
Topological Polar Surface Area (TPSA) 68.50 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.80
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-methoxy-6,7-dihydroindolo[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 - 0.7050 70.50%
Caco-2 - 0.7740 77.40%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6177 61.77%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8884 88.84%
P-glycoprotein substrate + 0.7963 79.63%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7970 79.70%
CYP3A4 inhibition + 0.8376 83.76%
CYP2C9 inhibition - 0.7029 70.29%
CYP2C19 inhibition - 0.7282 72.82%
CYP2D6 inhibition - 0.6676 66.76%
CYP1A2 inhibition - 0.6992 69.92%
CYP2C8 inhibition + 0.8131 81.31%
CYP inhibitory promiscuity + 0.6903 69.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5887 58.87%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9451 94.51%
Skin irritation - 0.7603 76.03%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9523 95.23%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.8307 83.07%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8848 88.48%
Acute Oral Toxicity (c) III 0.6127 61.27%
Estrogen receptor binding + 0.8666 86.66%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding + 0.6961 69.61%
Glucocorticoid receptor binding + 0.8271 82.71%
Aromatase binding + 0.6449 64.49%
PPAR gamma + 0.6955 69.55%
Honey bee toxicity - 0.6569 65.69%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9853 98.53%

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 99.39% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.42% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.25% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.44% 97.25%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.13% 89.62%
CHEMBL2581 P07339 Cathepsin D 91.22% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.52% 95.56%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.32% 94.03%
CHEMBL226 P30542 Adenosine A1 receptor 88.54% 95.93%
CHEMBL2535 P11166 Glucose transporter 87.26% 98.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.20% 94.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.96% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.93% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.30% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.72% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.45% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.32% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.27% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.21% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.43% 94.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.82% 95.17%
CHEMBL5028 O14672 ADAM10 80.52% 97.50%

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 163185501
LOTUS LTS0268624
wikiData Q105169321