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methyl (1S,2S,5R,6S,9S,15S,16S)-2-methyl-5-propan-2-yl-7-azapentacyclo[10.5.1.01,6.02,9.015,18]octadec-12(18)-ene-16-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 16fc6185-ff39-4666-b148-f5d9047d08d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl (1S,2S,5R,6S,9S,15S,16S)-2-methyl-5-propan-2-yl-7-azapentacyclo[10.5.1.01,6.02,9.015,18]octadec-12(18)-ene-16-carboxylate
SMILES (Canonical) CC(C)C1CCC2(C3CCC4=C5C2(C1NC3)CC(C5CC4)C(=O)OC)C
SMILES (Isomeric) CC(C)[C@H]1CC[C@]2([C@@H]3CCC4=C5[C@]2([C@H]1NC3)C[C@@H]([C@@H]5CC4)C(=O)OC)C
InChI InChI=1S/C23H35NO2/c1-13(2)16-9-10-22(3)15-7-5-14-6-8-17-18(21(25)26-4)11-23(22,19(14)17)20(16)24-12-15/h13,15-18,20,24H,5-12H2,1-4H3/t15-,16-,17+,18+,20+,22+,23+/m1/s1
InChI Key ASJBAMFLUNNOSV-TZFYIYKDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H35NO2
Molecular Weight 357.50 g/mol
Exact Mass 357.266779359 g/mol
Topological Polar Surface Area (TPSA) 38.30 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 3
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 methyl (1S,2S,5R,6S,9S,15S,16S)-2-methyl-5-propan-2-yl-7-azapentacyclo[10.5.1.01,6.02,9.015,18]octadec-12(18)-ene-16-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 + 0.7627 76.27%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5389 53.89%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.8875 88.75%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.5231 52.31%
P-glycoprotein inhibitior - 0.6880 68.80%
P-glycoprotein substrate - 0.5465 54.65%
CYP3A4 substrate + 0.6627 66.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7533 75.33%
CYP3A4 inhibition - 0.8203 82.03%
CYP2C9 inhibition + 0.6178 61.78%
CYP2C19 inhibition - 0.5382 53.82%
CYP2D6 inhibition - 0.7948 79.48%
CYP1A2 inhibition - 0.6679 66.79%
CYP2C8 inhibition - 0.6635 66.35%
CYP inhibitory promiscuity - 0.6701 67.01%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6442 64.42%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.7431 74.31%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6902 69.02%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6895 68.95%
skin sensitisation - 0.7317 73.17%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6070 60.70%
Acute Oral Toxicity (c) III 0.5876 58.76%
Estrogen receptor binding + 0.8536 85.36%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.6277 62.77%
Glucocorticoid receptor binding + 0.8171 81.71%
Aromatase binding + 0.6511 65.11%
PPAR gamma - 0.5430 54.30%
Honey bee toxicity - 0.7222 72.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9645 96.45%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.74% 96.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 95.15% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.71% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.64% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.31% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.69% 96.38%
CHEMBL268 P43235 Cathepsin K 88.60% 96.85%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.53% 85.31%
CHEMBL237 P41145 Kappa opioid receptor 86.62% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 85.55% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.46% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.40% 92.88%
CHEMBL2581 P07339 Cathepsin D 84.78% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.36% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.19% 94.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.07% 90.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.36% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 82.56% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.39% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.06% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.37% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.31% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.18% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.02% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 80.86% 98.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.74% 92.86%

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.
Daphniphyllum calycinum

Cross-Links

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PubChem 101776473
LOTUS LTS0150218
wikiData Q104399826