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1-O-[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-O-[(1R,3R,5S,6R)-6-propanoyloxy-8-azabicyclo[3.2.1]octan-3-yl] 3,4-diphenylcyclobutane-1,2-dicarboxylate

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 4367de7a-edf1-4c50-a070-85cf18e7f779
Taxonomy Lignans, neolignans and related compounds > Cyclobutane lignans
IUPAC Name 1-O-[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-O-[(1R,3R,5S,6R)-6-propanoyloxy-8-azabicyclo[3.2.1]octan-3-yl] 3,4-diphenylcyclobutane-1,2-dicarboxylate
SMILES (Canonical) CCC(=O)OC1CC2CC(CC1N2)OC(=O)C3C(C(C3C(=O)OC4CC5CCC(C4)N5C)C6=CC=CC=C6)C7=CC=CC=C7
SMILES (Isomeric) CCC(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1N2)OC(=O)C3C(C(C3C(=O)OC4C[C@H]5CC[C@@H](C4)N5C)C6=CC=CC=C6)C7=CC=CC=C7
InChI InChI=1S/C36H44N2O6/c1-3-30(39)44-29-17-23-16-26(20-28(29)37-23)42-35(40)33-31(21-10-6-4-7-11-21)32(22-12-8-5-9-13-22)34(33)36(41)43-27-18-24-14-15-25(19-27)38(24)2/h4-13,23-29,31-34,37H,3,14-20H2,1-2H3/t23-,24-,25+,26-,27?,28+,29-,31?,32?,33?,34?/m1/s1
InChI Key RIVCLOHZRRTVNF-IIELSGQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44N2O6
Molecular Weight 600.70 g/mol
Exact Mass 600.31993713 g/mol
Topological Polar Surface Area (TPSA) 94.20 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-O-[(1R,3R,5S,6R)-6-propanoyloxy-8-azabicyclo[3.2.1]octan-3-yl] 3,4-diphenylcyclobutane-1,2-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9287 92.87%
Caco-2 - 0.8096 80.96%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5423 54.23%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.8837 88.37%
OATP1B3 inhibitior + 0.9212 92.12%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior + 0.5651 56.51%
BSEP inhibitior + 0.9693 96.93%
P-glycoprotein inhibitior + 0.8363 83.63%
P-glycoprotein substrate + 0.7253 72.53%
CYP3A4 substrate + 0.6613 66.13%
CYP2C9 substrate - 0.8374 83.74%
CYP2D6 substrate + 0.3721 37.21%
CYP3A4 inhibition - 0.7373 73.73%
CYP2C9 inhibition - 0.7836 78.36%
CYP2C19 inhibition - 0.7899 78.99%
CYP2D6 inhibition - 0.8442 84.42%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition + 0.4589 45.89%
CYP inhibitory promiscuity - 0.7702 77.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6629 66.29%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.8073 80.73%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8152 81.52%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5096 50.96%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5798 57.98%
Acute Oral Toxicity (c) III 0.6018 60.18%
Estrogen receptor binding + 0.7559 75.59%
Androgen receptor binding + 0.6002 60.02%
Thyroid receptor binding + 0.5178 51.78%
Glucocorticoid receptor binding + 0.6374 63.74%
Aromatase binding - 0.5083 50.83%
PPAR gamma + 0.6150 61.50%
Honey bee toxicity - 0.8596 85.96%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9534 95.34%

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 99.25% 96.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.65% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.75% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.70% 96.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.51% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 94.81% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.47% 98.95%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 91.81% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.38% 97.21%
CHEMBL238 Q01959 Dopamine transporter 89.46% 95.88%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.44% 94.62%
CHEMBL228 P31645 Serotonin transporter 88.68% 95.51%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.05% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.50% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.46% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.80% 94.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.45% 95.89%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 81.13% 97.53%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.56% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.12% 93.56%

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.
Erythroxylum moonii

Cross-Links

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PubChem 102316678
LOTUS LTS0138884
wikiData Q105237170