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methyl (1S,3S,4R,10R,14R,15S,17S,18R,19S)-17-acetyloxy-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-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 02963273-fc00-4f5c-980c-3ee3e410e1e2
Taxonomy Organoheterocyclic compounds > Azaspirodecane derivatives
IUPAC Name methyl (1S,3S,4R,10R,14R,15S,17S,18R,19S)-17-acetyloxy-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate
SMILES (Canonical) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C(CC1C62O)OC(=O)C)COC(=O)C)C(=O)OC
SMILES (Isomeric) C[C@H]1CN2C[C@@H]3CCC4=C5[C@H](CC4)[C@H](C[C@@]56[C@@]3([C@H](C[C@@H]1[C@]62O)OC(=O)C)COC(=O)C)C(=O)OC
InChI InChI=1S/C27H37NO7/c1-14-11-28-12-18-7-5-17-6-8-19-20(24(31)33-4)10-26(23(17)19)25(18,13-34-15(2)29)22(35-16(3)30)9-21(14)27(26,28)32/h14,18-22,32H,5-13H2,1-4H3/t14-,18-,19+,20-,21-,22-,25-,26-,27-/m0/s1
InChI Key PCARXYHNISKVGD-OTQQQCCVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO7
Molecular Weight 487.60 g/mol
Exact Mass 487.25700252 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,3S,4R,10R,14R,15S,17S,18R,19S)-17-acetyloxy-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9323 93.23%
Caco-2 - 0.5653 56.53%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7036 70.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8880 88.80%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.7906 79.06%
P-glycoprotein inhibitior - 0.4843 48.43%
P-glycoprotein substrate + 0.6005 60.05%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.8555 85.55%
CYP3A4 inhibition - 0.8732 87.32%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition - 0.8816 88.16%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.8337 83.37%
CYP2C8 inhibition + 0.5431 54.31%
CYP inhibitory promiscuity - 0.9068 90.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4695 46.95%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8679 86.79%
Skin irritation - 0.7378 73.78%
Skin corrosion - 0.9219 92.19%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3917 39.17%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.6520 65.20%
skin sensitisation - 0.8766 87.66%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.5823 58.23%
Acute Oral Toxicity (c) III 0.6089 60.89%
Estrogen receptor binding + 0.8608 86.08%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding - 0.5617 56.17%
Glucocorticoid receptor binding + 0.6817 68.17%
Aromatase binding + 0.6196 61.96%
PPAR gamma + 0.6639 66.39%
Honey bee toxicity - 0.6954 69.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9263 92.63%

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 99.59% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.60% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.06% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.41% 91.19%
CHEMBL299 P17252 Protein kinase C alpha 91.38% 98.03%
CHEMBL4040 P28482 MAP kinase ERK2 90.48% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.93% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.95% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.20% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.75% 95.58%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.02% 97.28%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.84% 91.65%
CHEMBL2581 P07339 Cathepsin D 82.72% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.65% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.49% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.73% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.68% 96.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.20% 95.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.79% 89.50%
CHEMBL5028 O14672 ADAM10 80.18% 97.50%

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 macropodum

Cross-Links

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PubChem 162916071
LOTUS LTS0248324
wikiData Q105205575