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methyl (1S,12R,14R,15E,18S)-15-ethylidene-12-[(Z)-[(13R,14E)-14-ethylidene-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

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 73c0ca11-e05f-4b07-a00f-7f31e744d586
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl (1S,12R,14R,15E,18S)-15-ethylidene-12-[(Z)-[(13R,14E)-14-ethylidene-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H44N4O2/c1-5-23-20-42(3)35-19-31-27-11-7-9-13-33(27)40-37(31)25(17-29(23)36(35)39(44)45-4)18-30-26-15-16-43(21-24(26)6-2)22-32-28-12-8-10-14-34(28)41-38(30)32/h5-14,18,25-26,29,35-36,40-41H,15-17,19-22H2,1-4H3/b23-5-,24-6-,30-18-/t25-,26-,29+,35+,36+/m1/s1
InChI Key HAQRVKGZOXRLGV-PAEWDFIFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C39H44N4O2
Molecular Weight 600.80 g/mol
Exact Mass 600.34642666 g/mol
Topological Polar Surface Area (TPSA) 64.40 Ų
XlogP 5.20
Atomic LogP (AlogP) 7.21
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 methyl (1S,12R,14R,15E,18S)-15-ethylidene-12-[(Z)-[(13R,14E)-14-ethylidene-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9742 97.42%
Caco-2 - 0.6897 68.97%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6169 61.69%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.5837 58.37%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.9565 95.65%
P-glycoprotein substrate + 0.8179 81.79%
CYP3A4 substrate + 0.7436 74.36%
CYP2C9 substrate - 0.6183 61.83%
CYP2D6 substrate - 0.6839 68.39%
CYP3A4 inhibition + 0.5131 51.31%
CYP2C9 inhibition - 0.6246 62.46%
CYP2C19 inhibition - 0.8530 85.30%
CYP2D6 inhibition + 0.6932 69.32%
CYP1A2 inhibition + 0.5736 57.36%
CYP2C8 inhibition + 0.7004 70.04%
CYP inhibitory promiscuity - 0.6934 69.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6876 68.76%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9605 96.05%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8826 88.26%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.6290 62.90%
skin sensitisation - 0.8707 87.07%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6457 64.57%
Acute Oral Toxicity (c) III 0.5602 56.02%
Estrogen receptor binding + 0.8079 80.79%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding + 0.6571 65.71%
Glucocorticoid receptor binding + 0.8477 84.77%
Aromatase binding - 0.5646 56.46%
PPAR gamma + 0.7215 72.15%
Honey bee toxicity - 0.7905 79.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9843 98.43%

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 98.37% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.50% 95.56%
CHEMBL228 P31645 Serotonin transporter 95.63% 95.51%
CHEMBL2581 P07339 Cathepsin D 94.49% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.13% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.91% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.68% 91.11%
CHEMBL2535 P11166 Glucose transporter 89.21% 98.75%
CHEMBL255 P29275 Adenosine A2b receptor 88.56% 98.59%
CHEMBL240 Q12809 HERG 86.86% 89.76%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.28% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.25% 97.09%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.81% 92.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.29% 99.23%
CHEMBL238 Q01959 Dopamine transporter 84.53% 95.88%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.51% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.26% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.90% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL5028 O14672 ADAM10 81.56% 97.50%
CHEMBL217 P14416 Dopamine D2 receptor 80.53% 95.62%

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.
Tabernaemontana africana

Cross-Links

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PubChem 119078524
LOTUS LTS0177682
wikiData Q105025000