1-[(1R,9S,10R,11R,12E,17S)-12-ethylidene-10-(hydroxymethyl)-5-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5-trien-8-yl]ethanone

Details

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Internal ID 5e0983bd-5243-4b81-a5f2-324820b79ff7
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name 1-[(1R,9S,10R,11R,12E,17S)-12-ethylidene-10-(hydroxymethyl)-5-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5-trien-8-yl]ethanone
SMILES (Canonical) CC=C1CN2CCC34C2CC1C(C3N(C5=C4C=CC(=C5)OC)C(=O)C)CO
SMILES (Isomeric) C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]([C@@H]3N(C5=C4C=CC(=C5)OC)C(=O)C)CO
InChI InChI=1S/C22H28N2O3/c1-4-14-11-23-8-7-22-18-6-5-15(27-3)9-19(18)24(13(2)26)21(22)17(12-25)16(14)10-20(22)23/h4-6,9,16-17,20-21,25H,7-8,10-12H2,1-3H3/b14-4-/t16-,17+,20-,21-,22+/m0/s1
InChI Key JPKPBLJUUCAYPU-DZEQTBHYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28N2O3
Molecular Weight 368.50 g/mol
Exact Mass 368.20999276 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(1R,9S,10R,11R,12E,17S)-12-ethylidene-10-(hydroxymethyl)-5-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5-trien-8-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9522 95.22%
Caco-2 + 0.8877 88.77%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7855 78.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8909 89.09%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.8277 82.77%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8725 87.25%
P-glycoprotein inhibitior - 0.4850 48.50%
P-glycoprotein substrate + 0.6589 65.89%
CYP3A4 substrate + 0.6357 63.57%
CYP2C9 substrate - 0.8087 80.87%
CYP2D6 substrate - 0.6797 67.97%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8666 86.66%
CYP2C19 inhibition - 0.7927 79.27%
CYP2D6 inhibition - 0.6264 62.64%
CYP1A2 inhibition - 0.7814 78.14%
CYP2C8 inhibition + 0.4699 46.99%
CYP inhibitory promiscuity - 0.6690 66.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6556 65.56%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9760 97.60%
Skin irritation - 0.7828 78.28%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8416 84.16%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6872 68.72%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7728 77.28%
Acute Oral Toxicity (c) III 0.6355 63.55%
Estrogen receptor binding + 0.7029 70.29%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.5667 56.67%
Glucocorticoid receptor binding + 0.6451 64.51%
Aromatase binding - 0.5291 52.91%
PPAR gamma - 0.5074 50.74%
Honey bee toxicity - 0.8105 81.05%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8830 88.30%

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 99.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.38% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL4208 P20618 Proteasome component C5 92.51% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.80% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 89.58% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.68% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.82% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.46% 97.25%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.87% 91.03%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.63% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.61% 86.33%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.50% 96.25%

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 kasengaensis
Strychnos variabilis

Cross-Links

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PubChem 163189023
LOTUS LTS0122739
wikiData Q105132884