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(1R,11S,12R,13R,14E,19S,21S)-10-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-(2-hydroxyethylidene)-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 193e0b18-8432-4547-90f7-68ba35d4faa4
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1R,11S,12R,13R,14E,19S,21S)-10-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-11-ol
SMILES (Canonical) CC=C1CN2CCC3=C(C2CC1C4=CN5C6C(C4O)C7CC8C6(CCN8CC7=CCO)C9=CC=CC=C95)NC1=CC=CC=C31
SMILES (Isomeric) C/C=C\1/CN2CCC3=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/CO)C9=CC=CC=C95)NC1=CC=CC=C31
InChI InChI=1S/C38H42N4O2/c1-2-22-19-40-14-11-25-24-7-3-5-9-30(24)39-35(25)32(40)17-26(22)28-21-42-31-10-6-4-8-29(31)38-13-15-41-20-23(12-16-43)27(18-33(38)41)34(36(28)44)37(38)42/h2-10,12,21,26-27,32-34,36-37,39,43-44H,11,13-20H2,1H3/b22-2-,23-12-/t26-,27+,32+,33+,34+,36-,37+,38-/m1/s1
InChI Key SAOCQHSCOLQBFR-CGXJQSPPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H42N4O2
Molecular Weight 586.80 g/mol
Exact Mass 586.33077660 g/mol
Topological Polar Surface Area (TPSA) 66.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 5.06
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,11S,12R,13R,14E,19S,21S)-10-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-14-(2-hydroxyethylidene)-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 + 0.9826 98.26%
Caco-2 - 0.7746 77.46%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7296 72.96%
OATP2B1 inhibitior + 0.5749 57.49%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.9371 93.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8830 88.30%
P-glycoprotein substrate + 0.7266 72.66%
CYP3A4 substrate + 0.7240 72.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4178 41.78%
CYP3A4 inhibition + 0.6829 68.29%
CYP2C9 inhibition - 0.7670 76.70%
CYP2C19 inhibition - 0.7936 79.36%
CYP2D6 inhibition - 0.6587 65.87%
CYP1A2 inhibition - 0.5434 54.34%
CYP2C8 inhibition + 0.7378 73.78%
CYP inhibitory promiscuity + 0.7124 71.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6140 61.40%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9559 95.59%
Skin irritation - 0.7521 75.21%
Skin corrosion - 0.9233 92.33%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9048 90.48%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8451 84.51%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6840 68.40%
Acute Oral Toxicity (c) III 0.5727 57.27%
Estrogen receptor binding + 0.8714 87.14%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.7169 71.69%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7238 72.38%
Honey bee toxicity - 0.7288 72.88%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9162 91.62%

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 99.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.21% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.99% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.61% 95.56%
CHEMBL4302 P08183 P-glycoprotein 1 91.49% 92.98%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.61% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.38% 94.08%
CHEMBL240 Q12809 HERG 87.06% 89.76%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL228 P31645 Serotonin transporter 86.24% 95.51%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.28% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.98% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.81% 91.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.46% 95.83%
CHEMBL238 Q01959 Dopamine transporter 83.75% 95.88%
CHEMBL2581 P07339 Cathepsin D 83.32% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.18% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.15% 86.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.99% 97.50%
CHEMBL2535 P11166 Glucose transporter 81.55% 98.75%
CHEMBL2885 P07451 Carbonic anhydrase III 81.29% 87.45%
CHEMBL217 P14416 Dopamine D2 receptor 80.74% 95.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.06% 97.25%

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 ngouniensis

Cross-Links

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PubChem 163193516
LOTUS LTS0111579
wikiData Q105248989