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methyl (1R,15R,17S,18S)-17-ethyl-8-[(1R,12R,14S,15E,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]-6-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 b955b427-1ac4-4a47-a4ff-a5d33e9f3170
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1R,15R,17S,18S)-17-ethyl-8-[(1R,12R,14S,15E,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]-6-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(=CC(=C45)C6CC7C(C(CC8=C6NC9=CC=CC=C89)N(CC7=CC)C)C(=O)OC)OC)C(=O)OC
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@]3([C@H]1N(C2)CCC4=C3NC5=CC(=CC(=C45)[C@H]6C[C@H]\7[C@@H]([C@@H](CC8=C6NC9=CC=CC=C89)N(C/C7=C/C)C)C(=O)OC)OC)C(=O)OC
InChI InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-28(13-14-47(21-23)40(24)43)36-30(16-26(50-4)17-34(36)45-39)31-18-29-25(8-2)22-46(3)35(37(29)41(48)51-5)19-32-27-11-9-10-12-33(27)44-38(31)32/h8-12,16-17,23-24,29,31,35,37,40,44-45H,7,13-15,18-22H2,1-6H3/b25-8-/t23-,24+,29-,31-,35-,37+,40+,43+/m1/s1
InChI Key ZOKLEFHBOMGEIR-SEXMHVIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52N4O5
Molecular Weight 704.90 g/mol
Exact Mass 704.39377077 g/mol
Topological Polar Surface Area (TPSA) 99.90 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.49
H-Bond Acceptor 7
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,15R,17S,18S)-17-ethyl-8-[(1R,12R,14S,15E,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]-6-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 + 0.9653 96.53%
Caco-2 - 0.7715 77.15%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6423 64.23%
OATP2B1 inhibitior - 0.5756 57.56%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.6637 66.37%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8788 87.88%
P-glycoprotein substrate + 0.8606 86.06%
CYP3A4 substrate + 0.7560 75.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3516 35.16%
CYP3A4 inhibition + 0.5119 51.19%
CYP2C9 inhibition - 0.6511 65.11%
CYP2C19 inhibition - 0.7777 77.77%
CYP2D6 inhibition - 0.8257 82.57%
CYP1A2 inhibition - 0.7422 74.22%
CYP2C8 inhibition + 0.7567 75.67%
CYP inhibitory promiscuity + 0.5466 54.66%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6049 60.49%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9348 93.48%
Skin irritation - 0.7815 78.15%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7829 78.29%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7340 73.40%
skin sensitisation - 0.8728 87.28%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6445 64.45%
Acute Oral Toxicity (c) III 0.6496 64.96%
Estrogen receptor binding + 0.8708 87.08%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding + 0.6194 61.94%
Glucocorticoid receptor binding + 0.8263 82.63%
Aromatase binding + 0.6615 66.15%
PPAR gamma + 0.7673 76.73%
Honey bee toxicity - 0.6565 65.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9957 99.57%

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 99.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.78% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.35% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.97% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.13% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL228 P31645 Serotonin transporter 96.04% 95.51%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.78% 97.25%
CHEMBL2535 P11166 Glucose transporter 95.45% 98.75%
CHEMBL255 P29275 Adenosine A2b receptor 93.57% 98.59%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.69% 93.99%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.47% 95.17%
CHEMBL4208 P20618 Proteasome component C5 89.13% 90.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.77% 97.50%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.70% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.72% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.62% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.43% 95.89%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 84.39% 90.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.99% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.92% 96.77%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.28% 91.71%
CHEMBL205 P00918 Carbonic anhydrase II 80.84% 98.44%

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 solanifolia

Cross-Links

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PubChem 163106921
LOTUS LTS0079437
wikiData Q105380553