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methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12R,14R,15Z,18S)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-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 237aceb3-d596-49cc-b907-d72aa3617da4
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12R,14R,15Z,18S)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
SMILES (Canonical) CCC1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=CC(=C5)C6CC7C(C(CC8=C6NC9=CC=CC=C89)N(CC7=CC)C)C(=O)OC)C(=O)OC
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=CC(=C5)[C@H]6C[C@@H]\7[C@@H]([C@H](CC8=C6NC9=CC=CC=C89)N(C/C7=C\C)C)C(=O)OC)C(=O)OC
InChI InChI=1S/C42H50N4O4/c1-6-24-16-23-20-42(41(48)50-5)38-29(14-15-46(21-23)39(24)42)28-13-12-26(17-34(28)44-38)31-18-30-25(7-2)22-45(3)35(36(30)40(47)49-4)19-32-27-10-8-9-11-33(27)43-37(31)32/h7-13,17,23-24,30-31,35-36,39,43-44H,6,14-16,18-22H2,1-5H3/b25-7+/t23-,24+,30+,31-,35+,36+,39+,42-/m1/s1
InChI Key PBQMJIQJGPNOKV-GNEMMXPASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H50N4O4
Molecular Weight 674.90 g/mol
Exact Mass 674.38320609 g/mol
Topological Polar Surface Area (TPSA) 90.70 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

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,12R,14R,15Z,18S)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-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 + 0.9498 94.98%
Caco-2 - 0.7903 79.03%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6841 68.41%
OATP2B1 inhibitior - 0.5677 56.77%
OATP1B1 inhibitior + 0.8128 81.28%
OATP1B3 inhibitior + 0.9282 92.82%
MATE1 inhibitior - 0.5837 58.37%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9945 99.45%
P-glycoprotein inhibitior + 0.8737 87.37%
P-glycoprotein substrate + 0.8682 86.82%
CYP3A4 substrate + 0.7543 75.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6725 67.25%
CYP3A4 inhibition + 0.5722 57.22%
CYP2C9 inhibition - 0.5194 51.94%
CYP2C19 inhibition - 0.6854 68.54%
CYP2D6 inhibition - 0.7851 78.51%
CYP1A2 inhibition - 0.6697 66.97%
CYP2C8 inhibition + 0.7475 74.75%
CYP inhibitory promiscuity - 0.5162 51.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.7825 78.25%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8616 86.16%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6944 69.44%
Acute Oral Toxicity (c) III 0.6051 60.51%
Estrogen receptor binding + 0.8387 83.87%
Androgen receptor binding + 0.7745 77.45%
Thyroid receptor binding + 0.5936 59.36%
Glucocorticoid receptor binding + 0.7772 77.72%
Aromatase binding + 0.6195 61.95%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.6676 66.76%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9970 99.70%

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 99.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.17% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.73% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.34% 95.56%
CHEMBL228 P31645 Serotonin transporter 96.64% 95.51%
CHEMBL255 P29275 Adenosine A2b receptor 95.19% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.20% 97.09%
CHEMBL2535 P11166 Glucose transporter 93.46% 98.75%
CHEMBL238 Q01959 Dopamine transporter 93.33% 95.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.26% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.98% 85.14%
CHEMBL217 P14416 Dopamine D2 receptor 88.99% 95.62%
CHEMBL222 P23975 Norepinephrine transporter 88.27% 96.06%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.66% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.61% 89.00%
CHEMBL233 P35372 Mu opioid receptor 87.06% 97.93%
CHEMBL4208 P20618 Proteasome component C5 86.42% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.85% 82.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.49% 99.17%

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
Tabernaemontana hystrix

Cross-Links

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PubChem 101254412
LOTUS LTS0135495
wikiData Q105205356