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methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12S,14R,15S,18S)-15-ethyl-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-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 8e7c4754-b73d-497f-8241-037cf9556ea0
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12S,14R,15S,18S)-15-ethyl-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
SMILES (Canonical) CCC1CC2CC3(C1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)C6CC7C(CN(C(C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC)C(=O)OC
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)[C@@H]6C[C@@H]7[C@@H](CN([C@H]([C@H]7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC)C(=O)OC
InChI InChI=1S/C43H54N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h9-12,17,19,23-25,28,31,35,37,40,44-45H,7-8,13-16,18,20-22H2,1-6H3/t23-,24+,25-,28-,31+,35+,37+,40+,43-/m1/s1
InChI Key YBBXESOBDXAWTH-URTPKYJASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H54N4O5
Molecular Weight 706.90 g/mol
Exact Mass 706.40942084 g/mol
Topological Polar Surface Area (TPSA) 99.90 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.57
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12S,14R,15S,18S)-15-ethyl-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9365 93.65%
Caco-2 - 0.7871 78.71%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6202 62.02%
OATP2B1 inhibitior - 0.5696 56.96%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9026 90.26%
MATE1 inhibitior - 0.6437 64.37%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8547 85.47%
P-glycoprotein substrate + 0.8951 89.51%
CYP3A4 substrate + 0.7551 75.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3889 38.89%
CYP3A4 inhibition + 0.7619 76.19%
CYP2C9 inhibition - 0.6880 68.80%
CYP2C19 inhibition - 0.7321 73.21%
CYP2D6 inhibition - 0.8479 84.79%
CYP1A2 inhibition - 0.7814 78.14%
CYP2C8 inhibition + 0.7076 70.76%
CYP inhibitory promiscuity - 0.5178 51.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6400 64.00%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9304 93.04%
Skin irritation - 0.8091 80.91%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7771 77.71%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.7031 70.31%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8277 82.77%
Acute Oral Toxicity (c) III 0.5943 59.43%
Estrogen receptor binding + 0.8525 85.25%
Androgen receptor binding + 0.7770 77.70%
Thyroid receptor binding + 0.6089 60.89%
Glucocorticoid receptor binding + 0.7928 79.28%
Aromatase binding + 0.6809 68.09%
PPAR gamma + 0.7196 71.96%
Honey bee toxicity - 0.6295 62.95%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9914 99.14%

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 99.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.34% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.31% 94.45%
CHEMBL2535 P11166 Glucose transporter 95.99% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.91% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 94.06% 98.59%
CHEMBL217 P14416 Dopamine D2 receptor 92.07% 95.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.42% 97.25%
CHEMBL228 P31645 Serotonin transporter 90.61% 95.51%
CHEMBL205 P00918 Carbonic anhydrase II 88.96% 98.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.81% 92.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 88.28% 90.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.78% 99.17%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 85.97% 96.39%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.88% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.33% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.83% 90.00%
CHEMBL1914 P06276 Butyrylcholinesterase 82.42% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.34% 97.09%
CHEMBL5028 O14672 ADAM10 81.85% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.11% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.07% 97.14%

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 divaricata

Cross-Links

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PubChem 161866834
LOTUS LTS0021713
wikiData Q105345750