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2-O-[(1R,3R,5S,6R)-6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1-O-[(1S,5R)-8-methyl-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 1adf736a-9f8a-4127-b00a-b22cd313ebc3
Taxonomy Lignans, neolignans and related compounds > Cyclobutane lignans
IUPAC Name 2-O-[(1R,3R,5S,6R)-6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1-O-[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3,4-diphenylcyclobutane-1,2-dicarboxylate
SMILES (Canonical) CC(=O)OC1CC2CC(CC1N2C)OC(=O)C3C(C(C3C(=O)OC4CC5CCC(C4)N5C)C6=CC=CC=C6)C7=CC=CC=C7
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1N2C)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/c1-21(39)42-30-19-26-18-28(20-29(30)38(26)3)44-36(41)34-32(23-12-8-5-9-13-23)31(22-10-6-4-7-11-22)33(34)35(40)43-27-16-24-14-15-25(17-27)37(24)2/h4-13,24-34H,14-20H2,1-3H3/t24-,25+,26-,27?,28-,29+,30-,31?,32?,33?,34?/m1/s1
InChI Key IISHMYVAZRUMFO-BWTTYCLFSA-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) 85.40 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.68
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-O-[(1R,3R,5S,6R)-6-acetyloxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1-O-[(1S,5R)-8-methyl-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 + 0.8474 84.74%
Caco-2 - 0.7934 79.34%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7431 74.31%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.9194 91.94%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.6200 62.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9325 93.25%
P-glycoprotein inhibitior + 0.8334 83.34%
P-glycoprotein substrate + 0.5590 55.90%
CYP3A4 substrate + 0.6525 65.25%
CYP2C9 substrate - 0.8331 83.31%
CYP2D6 substrate + 0.3665 36.65%
CYP3A4 inhibition - 0.7104 71.04%
CYP2C9 inhibition - 0.8610 86.10%
CYP2C19 inhibition - 0.8950 89.50%
CYP2D6 inhibition - 0.7500 75.00%
CYP1A2 inhibition - 0.9043 90.43%
CYP2C8 inhibition - 0.7465 74.65%
CYP inhibitory promiscuity - 0.8943 89.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.8125 81.25%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7605 76.05%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5302 53.02%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.7090 70.90%
Acute Oral Toxicity (c) III 0.6509 65.09%
Estrogen receptor binding + 0.6682 66.82%
Androgen receptor binding + 0.5869 58.69%
Thyroid receptor binding - 0.5499 54.99%
Glucocorticoid receptor binding + 0.6472 64.72%
Aromatase binding - 0.5436 54.36%
PPAR gamma + 0.6198 61.98%
Honey bee toxicity - 0.8511 85.11%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9307 93.07%

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 98.17% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.16% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 96.41% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.21% 94.23%
CHEMBL2581 P07339 Cathepsin D 93.49% 98.95%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 91.80% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.30% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.27% 91.49%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 88.03% 97.53%
CHEMBL238 Q01959 Dopamine transporter 87.47% 95.88%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.61% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.23% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.32% 82.69%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.25% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 82.53% 91.19%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.75% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.21% 86.33%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.02% 94.97%

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 102316680
LOTUS LTS0024542
wikiData Q105113736