(1R,10S,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraen-10-ol

Details

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Internal ID 952f8061-6882-4af0-acb2-81ac10d5e41a
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name (1R,10S,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraen-10-ol
SMILES (Canonical) CCC1CC2CC3C1N(C2)CCC4(C3=NC5=C4C=C(C=C5)OC)O
SMILES (Isomeric) CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CC[C@]4(C3=NC5=C4C=C(C=C5)OC)O
InChI InChI=1S/C20H26N2O2/c1-3-13-8-12-9-15-18(13)22(11-12)7-6-20(23)16-10-14(24-2)4-5-17(16)21-19(15)20/h4-5,10,12-13,15,18,23H,3,6-9,11H2,1-2H3/t12-,13+,15-,18+,20+/m1/s1
InChI Key PVTVZKZLDGQLIV-KVQYLLDKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26N2O2
Molecular Weight 326.40 g/mol
Exact Mass 326.199428076 g/mol
Topological Polar Surface Area (TPSA) 45.10 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,10S,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraen-10-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 + 0.8185 81.85%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6090 60.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9145 91.45%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9420 94.20%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.6384 63.84%
P-glycoprotein inhibitior - 0.7745 77.45%
P-glycoprotein substrate + 0.7496 74.96%
CYP3A4 substrate + 0.6432 64.32%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate + 0.4727 47.27%
CYP3A4 inhibition - 0.6471 64.71%
CYP2C9 inhibition - 0.8686 86.86%
CYP2C19 inhibition - 0.7765 77.65%
CYP2D6 inhibition + 0.6726 67.26%
CYP1A2 inhibition - 0.8355 83.55%
CYP2C8 inhibition - 0.6503 65.03%
CYP inhibitory promiscuity - 0.8865 88.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6766 67.66%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9801 98.01%
Skin irritation - 0.7670 76.70%
Skin corrosion - 0.9118 91.18%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8894 88.94%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8236 82.36%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9236 92.36%
Acute Oral Toxicity (c) III 0.5662 56.62%
Estrogen receptor binding + 0.6935 69.35%
Androgen receptor binding + 0.7457 74.57%
Thyroid receptor binding + 0.6077 60.77%
Glucocorticoid receptor binding - 0.4880 48.80%
Aromatase binding + 0.5572 55.72%
PPAR gamma - 0.6820 68.20%
Honey bee toxicity - 0.8612 86.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity - 0.5126 51.26%

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 99.28% 96.09%
CHEMBL4208 P20618 Proteasome component C5 94.41% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.25% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.71% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.59% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.29% 90.24%
CHEMBL2581 P07339 Cathepsin D 85.59% 98.95%
CHEMBL1907 P15144 Aminopeptidase N 85.26% 93.31%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.95% 97.25%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.81% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.07% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.38% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.11% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.80% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.60% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.56% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.33% 90.71%

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 11110205
LOTUS LTS0031268
wikiData Q105215603