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methyl (1S,14R,15E,18S)-12-[(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-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 f56e3817-f6ec-4932-8f26-bbf7bf02e610
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,14R,15E,18S)-12-[(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=CC(=C5)C6CC7C(C(CC8=C6NC9=CC=CC=C89)NCC7=CC)C(=O)OC
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=CC(=C5)C6C[C@@H]\7[C@@H]([C@H](CC8=C6NC9=CC=CC=C89)NC/C7=C/C)C(=O)OC
InChI InChI=1S/C39H46N4O2/c1-4-22-14-21-15-31-36-27(12-13-43(20-21)38(22)31)26-11-10-24(16-33(26)42-36)29-17-28-23(5-2)19-40-34(35(28)39(44)45-3)18-30-25-8-6-7-9-32(25)41-37(29)30/h5-11,16,21-22,28-29,31,34-35,38,40-42H,4,12-15,17-20H2,1-3H3/b23-5-/t21-,22+,28+,29?,31+,34+,35+,38+/m1/s1
InChI Key DUPGWICOBMEVNT-SRIXDNFMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46N4O2
Molecular Weight 602.80 g/mol
Exact Mass 602.36207672 g/mol
Topological Polar Surface Area (TPSA) 73.20 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.81
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,14R,15E,18S)-12-[(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-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 + 0.9889 98.89%
Caco-2 - 0.7846 78.46%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6700 67.00%
OATP2B1 inhibitior - 0.5732 57.32%
OATP1B1 inhibitior + 0.8021 80.21%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.6037 60.37%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9851 98.51%
P-glycoprotein inhibitior + 0.8977 89.77%
P-glycoprotein substrate + 0.8106 81.06%
CYP3A4 substrate + 0.7379 73.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3521 35.21%
CYP3A4 inhibition + 0.5860 58.60%
CYP2C9 inhibition - 0.5727 57.27%
CYP2C19 inhibition - 0.7628 76.28%
CYP2D6 inhibition + 0.5089 50.89%
CYP1A2 inhibition - 0.5539 55.39%
CYP2C8 inhibition + 0.7690 76.90%
CYP inhibitory promiscuity - 0.5863 58.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6988 69.88%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9482 94.82%
Skin irritation - 0.7690 76.90%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9534 95.34%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7535 75.35%
Acute Oral Toxicity (c) III 0.4938 49.38%
Estrogen receptor binding + 0.7851 78.51%
Androgen receptor binding + 0.7873 78.73%
Thyroid receptor binding + 0.5794 57.94%
Glucocorticoid receptor binding + 0.6696 66.96%
Aromatase binding + 0.5431 54.31%
PPAR gamma + 0.6245 62.45%
Honey bee toxicity - 0.7032 70.32%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9599 95.99%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.72% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.33% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 94.91% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.11% 95.56%
CHEMBL228 P31645 Serotonin transporter 92.23% 95.51%
CHEMBL255 P29275 Adenosine A2b receptor 90.64% 98.59%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.56% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.25% 85.14%
CHEMBL2535 P11166 Glucose transporter 88.91% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.29% 99.17%
CHEMBL238 Q01959 Dopamine transporter 86.02% 95.88%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.72% 97.21%
CHEMBL5028 O14672 ADAM10 84.60% 97.50%
CHEMBL240 Q12809 HERG 83.36% 89.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.30% 89.00%
CHEMBL4208 P20618 Proteasome component C5 82.56% 90.00%
CHEMBL222 P23975 Norepinephrine transporter 82.37% 96.06%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.95% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.87% 92.62%
CHEMBL3902 P09211 Glutathione S-transferase Pi 80.82% 93.81%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.78% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.21% 86.33%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.19% 90.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.04% 95.89%

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 cymosa

Cross-Links

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PubChem 102147057
LOTUS LTS0194265
wikiData Q104403617