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methyl (2S)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2S,3R)-3-ethyl-2-[(2R)-3-hydroxy-1-methoxy-1-oxopropan-2-yl]-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-7-yl]propanoate

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 24148372-2431-49fd-bcf0-e888a7795b3f
Taxonomy Alkaloids and derivatives > Corynanthean-type alkaloids
IUPAC Name methyl (2S)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2S,3R)-3-ethyl-2-[(2R)-3-hydroxy-1-methoxy-1-oxopropan-2-yl]-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-7-yl]propanoate
SMILES (Canonical) CCC1CN2C=C(C3=C4C=CC=CC4=NC3=C2CC1C(CO)C(=O)OC)CC(C5CC6C7=C(CCN6CC5=CC)C8=CC=CC=C8N7)C(=O)OC
SMILES (Isomeric) CC[C@H]1CN2C=C(C3=C4C=CC=CC4=NC3=C2C[C@@H]1[C@H](CO)C(=O)OC)C[C@@H]([C@H]\5C[C@H]6C7=C(CCN6C/C5=C/C)C8=CC=CC=C8N7)C(=O)OC
InChI InChI=1S/C42H48N4O5/c1-5-24-20-45-16-15-28-27-11-7-9-13-34(27)43-39(28)36(45)18-30(24)32(41(48)50-3)17-26-22-46-21-25(6-2)31(33(23-47)42(49)51-4)19-37(46)40-38(26)29-12-8-10-14-35(29)44-40/h5,7-14,22,25,30-33,36,43,47H,6,15-21,23H2,1-4H3/b24-5-/t25-,30-,31-,32-,33-,36-/m0/s1
InChI Key LAQJNMZGRUAGTM-GSIOFMDHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H48N4O5
Molecular Weight 688.90 g/mol
Exact Mass 688.36247064 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2S,3R)-3-ethyl-2-[(2R)-3-hydroxy-1-methoxy-1-oxopropan-2-yl]-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-7-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9467 94.67%
Caco-2 - 0.8150 81.50%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7015 70.15%
OATP2B1 inhibitior + 0.5790 57.90%
OATP1B1 inhibitior + 0.8362 83.62%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.8077 80.77%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9922 99.22%
P-glycoprotein inhibitior + 0.8748 87.48%
P-glycoprotein substrate + 0.7788 77.88%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7746 77.46%
CYP3A4 inhibition - 0.6936 69.36%
CYP2C9 inhibition - 0.6704 67.04%
CYP2C19 inhibition - 0.8542 85.42%
CYP2D6 inhibition - 0.6210 62.10%
CYP1A2 inhibition - 0.6205 62.05%
CYP2C8 inhibition + 0.7865 78.65%
CYP inhibitory promiscuity - 0.7112 71.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6501 65.01%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9337 93.37%
Skin irritation - 0.7678 76.78%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7885 78.85%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8725 87.25%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6274 62.74%
Acute Oral Toxicity (c) III 0.6989 69.89%
Estrogen receptor binding + 0.8683 86.83%
Androgen receptor binding + 0.7890 78.90%
Thyroid receptor binding + 0.6042 60.42%
Glucocorticoid receptor binding + 0.7876 78.76%
Aromatase binding + 0.5475 54.75%
PPAR gamma + 0.7337 73.37%
Honey bee toxicity - 0.7326 73.26%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9759 97.59%

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 99.01% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 98.92% 95.00%
CHEMBL2581 P07339 Cathepsin D 97.06% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.47% 99.23%
CHEMBL240 Q12809 HERG 93.03% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.99% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 92.08% 98.59%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 90.64% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.85% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.69% 85.14%
CHEMBL2535 P11166 Glucose transporter 88.64% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.39% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.33% 91.71%
CHEMBL5028 O14672 ADAM10 87.50% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.85% 97.09%
CHEMBL1781 P11387 DNA topoisomerase I 85.32% 97.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.87% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.48% 86.33%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.03% 97.64%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.73% 97.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.65% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.57% 94.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.88% 88.56%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.65% 91.81%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.37% 93.99%

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 moandaensis

Cross-Links

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PubChem 163193287
LOTUS LTS0003776
wikiData Q105148844