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(1R,11R,12R,13R,14E,19S,21S)-10-[(2S,3R,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[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 cd57843a-a28d-4795-b179-b520a026f160
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1R,11R,12R,13R,14E,19S,21S)-10-[(2S,3R,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-11-ol
SMILES (Canonical) CCC1CN2CCC3=C(C2CC1C4=CN5C6C(C4O)C7CC8C6(CCN8CC7=CC)C9=CC=CC=C95)NC1=CC=CC=C31
SMILES (Isomeric) CC[C@H]1CN2CCC3=C([C@@H]2C[C@@H]1C4=CN5[C@H]6[C@H]([C@H]4O)[C@H]\7C[C@H]8[C@@]6(CCN8C/C7=C/C)C9=CC=CC=C95)NC1=CC=CC=C31
InChI InChI=1S/C38H44N4O/c1-3-22-19-40-15-13-25-24-9-5-7-11-30(24)39-35(25)32(40)17-26(22)28-21-42-31-12-8-6-10-29(31)38-14-16-41-20-23(4-2)27(18-33(38)41)34(36(28)43)37(38)42/h4-12,21-22,26-27,32-34,36-37,39,43H,3,13-20H2,1-2H3/b23-4-/t22-,26-,27-,32-,33-,34-,36-,37-,38+/m0/s1
InChI Key OHSNHDVSHHEKFQ-LZPWNKKFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44N4O
Molecular Weight 572.80 g/mol
Exact Mass 572.35151204 g/mol
Topological Polar Surface Area (TPSA) 45.70 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.17
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,11R,12R,13R,14E,19S,21S)-10-[(2S,3R,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-14-ethylidene-8,16-diazahexacyclo[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 + 0.9858 98.58%
Caco-2 - 0.7297 72.97%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6789 67.89%
OATP2B1 inhibitior + 0.5727 57.27%
OATP1B1 inhibitior + 0.8424 84.24%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9966 99.66%
P-glycoprotein inhibitior + 0.9000 90.00%
P-glycoprotein substrate + 0.7650 76.50%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4662 46.62%
CYP3A4 inhibition + 0.6970 69.70%
CYP2C9 inhibition - 0.7396 73.96%
CYP2C19 inhibition - 0.7226 72.26%
CYP2D6 inhibition - 0.5056 50.56%
CYP1A2 inhibition - 0.5725 57.25%
CYP2C8 inhibition + 0.7240 72.40%
CYP inhibitory promiscuity + 0.7838 78.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6377 63.77%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9549 95.49%
Skin irritation - 0.7591 75.91%
Skin corrosion - 0.9228 92.28%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9124 91.24%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8381 83.81%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7361 73.61%
Acute Oral Toxicity (c) III 0.5328 53.28%
Estrogen receptor binding + 0.8640 86.40%
Androgen receptor binding + 0.7613 76.13%
Thyroid receptor binding + 0.5865 58.65%
Glucocorticoid receptor binding + 0.7061 70.61%
Aromatase binding - 0.4836 48.36%
PPAR gamma + 0.6791 67.91%
Honey bee toxicity - 0.7636 76.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9747 97.47%

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 99.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.66% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.08% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.76% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL240 Q12809 HERG 91.28% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.10% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.01% 92.86%
CHEMBL4302 P08183 P-glycoprotein 1 87.71% 92.98%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.75% 88.56%
CHEMBL1914 P06276 Butyrylcholinesterase 86.49% 95.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.39% 91.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.86% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.25% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.79% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.60% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.15% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.49% 90.17%
CHEMBL2535 P11166 Glucose transporter 80.83% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.80% 86.33%

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 potatorum

Cross-Links

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PubChem 163195322
LOTUS LTS0275854
wikiData Q105192243