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methyl (1R,12S,14R,15S)-15-ethyl-12-[(1R,15R,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]-17-methyl-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 575191a9-fdfe-4b88-8920-cb7062193fef
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1R,12S,14R,15S)-15-ethyl-12-[(1R,15R,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]-17-methyl-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=CC(=C(C=C45)OC)C6CC7C(CN(C(C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=CC(=C(C=C45)OC)[C@@H]6C[C@@H]7[C@@H](CN([C@@H](C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC
InChI InChI=1S/C41H52N4O3/c1-6-23-14-22-15-32-38-26(12-13-45(20-22)40(23)32)28-19-36(47-4)29(17-34(28)43-38)30-16-27-24(7-2)21-44(3)35(37(27)41(46)48-5)18-31-25-10-8-9-11-33(25)42-39(30)31/h8-11,17,19,22-24,27,30,32,35,37,40,42-43H,6-7,12-16,18,20-21H2,1-5H3/t22-,23+,24-,27-,30+,32+,35-,37?,40+/m1/s1
InChI Key AJOVGXUNQMGDIO-GOAITGNXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H52N4O3
Molecular Weight 648.90 g/mol
Exact Mass 648.40394153 g/mol
Topological Polar Surface Area (TPSA) 73.60 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.24
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,12S,14R,15S)-15-ethyl-12-[(1R,15R,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]-17-methyl-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 + 0.9750 97.50%
Caco-2 - 0.7593 75.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7560 75.60%
OATP2B1 inhibitior - 0.7025 70.25%
OATP1B1 inhibitior + 0.8272 82.72%
OATP1B3 inhibitior + 0.9135 91.35%
MATE1 inhibitior - 0.6237 62.37%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9960 99.60%
P-glycoprotein inhibitior + 0.8726 87.26%
P-glycoprotein substrate + 0.8738 87.38%
CYP3A4 substrate + 0.7507 75.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4222 42.22%
CYP3A4 inhibition + 0.6919 69.19%
CYP2C9 inhibition - 0.7794 77.94%
CYP2C19 inhibition - 0.7885 78.85%
CYP2D6 inhibition - 0.6303 63.03%
CYP1A2 inhibition - 0.6809 68.09%
CYP2C8 inhibition + 0.7205 72.05%
CYP inhibitory promiscuity + 0.6692 66.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6657 66.57%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9370 93.70%
Skin irritation - 0.8083 80.83%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7991 79.91%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.6479 64.79%
skin sensitisation - 0.8986 89.86%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8549 85.49%
Acute Oral Toxicity (c) III 0.5476 54.76%
Estrogen receptor binding + 0.8118 81.18%
Androgen receptor binding + 0.7820 78.20%
Thyroid receptor binding + 0.5694 56.94%
Glucocorticoid receptor binding + 0.7497 74.97%
Aromatase binding + 0.6390 63.90%
PPAR gamma + 0.6752 67.52%
Honey bee toxicity - 0.6897 68.97%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9846 98.46%

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 99.74% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.74% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.80% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 94.77% 98.59%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.55% 94.45%
CHEMBL2535 P11166 Glucose transporter 92.27% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.56% 97.25%
CHEMBL217 P14416 Dopamine D2 receptor 90.55% 95.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.30% 99.17%
CHEMBL1914 P06276 Butyrylcholinesterase 89.12% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.33% 92.62%
CHEMBL205 P00918 Carbonic anhydrase II 87.34% 98.44%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 86.35% 90.95%
CHEMBL4208 P20618 Proteasome component C5 86.15% 90.00%
CHEMBL228 P31645 Serotonin transporter 85.68% 95.51%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.71% 97.09%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 84.37% 92.67%
CHEMBL240 Q12809 HERG 84.17% 89.76%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.26% 96.39%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.04% 97.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.95% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.40% 89.50%
CHEMBL5028 O14672 ADAM10 81.03% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.27% 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 bovina

Cross-Links

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PubChem 44418784
LOTUS LTS0207761
wikiData Q104913314