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methyl (1S,12R,14S,18S)-15-ethylidene-12-[(1R,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraen-6-yl]-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 b5cf6e6e-5abf-4938-984c-8236dff03722
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,12R,14S,18S)-15-ethylidene-12-[(1R,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraen-6-yl]-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/C40H48N4O3/c1-5-22-13-21-14-31-37-25(11-12-44(20-21)39(22)31)27-18-35(46-3)28(16-33(27)43-37)29-15-26-23(6-2)19-41-34(36(26)40(45)47-4)17-30-24-9-7-8-10-32(24)42-38(29)30/h6-10,16,18,21-22,26,29,31,34,36,39,41-43H,5,11-15,17,19-20H2,1-4H3/t21-,22-,26+,29+,31-,34-,36-,39-/m0/s1
InChI Key LOPRZRPYZZZEJR-AKEBFVSFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H48N4O3
Molecular Weight 632.80 g/mol
Exact Mass 632.37264141 g/mol
Topological Polar Surface Area (TPSA) 82.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.82
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,12R,14S,18S)-15-ethylidene-12-[(1R,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraen-6-yl]-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 + 0.9902 99.02%
Caco-2 - 0.7885 78.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 0.7072 70.72%
OATP1B1 inhibitior + 0.8005 80.05%
OATP1B3 inhibitior + 0.9252 92.52%
MATE1 inhibitior - 0.6437 64.37%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9956 99.56%
P-glycoprotein inhibitior + 0.8829 88.29%
P-glycoprotein substrate + 0.8406 84.06%
CYP3A4 substrate + 0.7413 74.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3781 37.81%
CYP3A4 inhibition + 0.7446 74.46%
CYP2C9 inhibition - 0.6424 64.24%
CYP2C19 inhibition - 0.7339 73.39%
CYP2D6 inhibition - 0.5641 56.41%
CYP1A2 inhibition - 0.6244 62.44%
CYP2C8 inhibition + 0.7852 78.52%
CYP inhibitory promiscuity + 0.6808 68.08%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6408 64.08%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9413 94.13%
Skin irritation - 0.7703 77.03%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9125 91.25%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6823 68.23%
skin sensitisation - 0.8658 86.58%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8050 80.50%
Acute Oral Toxicity (c) III 0.5502 55.02%
Estrogen receptor binding + 0.8216 82.16%
Androgen receptor binding + 0.7706 77.06%
Thyroid receptor binding + 0.5834 58.34%
Glucocorticoid receptor binding + 0.7435 74.35%
Aromatase binding + 0.6003 60.03%
PPAR gamma + 0.6762 67.62%
Honey bee toxicity - 0.6805 68.05%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9742 97.42%

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 99.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.05% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.94% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.03% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.73% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.22% 95.56%
CHEMBL2535 P11166 Glucose transporter 92.83% 98.75%
CHEMBL205 P00918 Carbonic anhydrase II 91.88% 98.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.54% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.33% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 89.07% 98.59%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.99% 92.62%
CHEMBL228 P31645 Serotonin transporter 87.82% 95.51%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.45% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.54% 96.95%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 86.28% 90.95%
CHEMBL4073 P09237 Matrix metalloproteinase 7 85.24% 97.56%
CHEMBL5028 O14672 ADAM10 84.95% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.91% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.57% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL3902 P09211 Glutathione S-transferase Pi 82.60% 93.81%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.18% 89.00%

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 corymbosa

Cross-Links

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PubChem 162818742
LOTUS LTS0242148
wikiData Q105154851