PlantaeDB Logo
Login Sign-up

methyl (1S,15R,17S,18S)-17-ethyl-5-[(1S,12R,14S,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]-6-methoxy-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

Top
Internal ID 74699799-4df6-49f7-af57-fdfb4eecd331
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,15R,17S,18S)-17-ethyl-5-[(1S,12R,14S,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]-6-methoxy-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(=C5C6CC7C(CN(C(C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC)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](CN([C@H]([C@H]7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC)OC)C(=O)OC
InChI InChI=1S/C43H54N4O5/c1-7-24-17-23-20-43(42(49)52-6)39-28(15-16-47(21-23)40(24)43)27-13-14-34(50-4)36(38(27)45-39)31-18-29-25(8-2)22-46(3)33(35(29)41(48)51-5)19-30-26-11-9-10-12-32(26)44-37(30)31/h9-14,23-25,29,31,33,35,40,44-45H,7-8,15-22H2,1-6H3/t23-,24+,25-,29+,31-,33+,35+,40+,43-/m1/s1
InChI Key FSKCIQFKKIVNBQ-GAXCLEFTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,15R,17S,18S)-17-ethyl-5-[(1S,12R,14S,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]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9365 93.65%
Caco-2 - 0.7788 77.88%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6202 62.02%
OATP2B1 inhibitior - 0.7071 70.71%
OATP1B1 inhibitior + 0.8535 85.35%
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 + 0.8812 88.12%
P-glycoprotein substrate + 0.8961 89.61%
CYP3A4 substrate + 0.7586 75.86%
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 + 0.7281 72.81%
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 - 0.9337 93.37%
Skin irritation - 0.8091 80.91%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7759 77.59%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6281 62.81%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6513 65.13%
Acute Oral Toxicity (c) III 0.5943 59.43%
Estrogen receptor binding + 0.8686 86.86%
Androgen receptor binding + 0.7965 79.65%
Thyroid receptor binding + 0.6022 60.22%
Glucocorticoid receptor binding + 0.8242 82.42%
Aromatase binding + 0.6733 67.33%
PPAR gamma + 0.7692 76.92%
Honey bee toxicity - 0.6196 61.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9914 99.14%

Targets

Top

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 99.80% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 97.34% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.98% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.61% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.40% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.26% 91.11%
CHEMBL2535 P11166 Glucose transporter 94.19% 98.75%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 91.50% 85.83%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 90.22% 90.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.67% 97.25%
CHEMBL228 P31645 Serotonin transporter 87.62% 95.51%
CHEMBL1914 P06276 Butyrylcholinesterase 86.45% 95.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.28% 97.50%
CHEMBL4208 P20618 Proteasome component C5 84.85% 90.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.61% 96.39%
CHEMBL205 P00918 Carbonic anhydrase II 83.46% 98.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.37% 92.62%
CHEMBL217 P14416 Dopamine D2 receptor 83.30% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.03% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.33% 88.56%
CHEMBL5028 O14672 ADAM10 82.12% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.81% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.69% 89.00%

Plants that contains it

Top
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 elegans
Tabernaemontana pandacaqui

Cross-Links

Top
PubChem 102080179
LOTUS LTS0246242
wikiData Q104403500