1,5:4,12b-Dimethano-1H,3H,12bH-oxocino[3,4,5-ij]quinolizin-3-one, 4,5,5a,8,10,11,12,12a-octahydro-5a-hydroxy-4-methyl-, [1R-(1alpha,4beta,5alpha,5abeta,12aalpha,12bbeta)]-

Details

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Internal ID 7c566aa4-a522-4c91-b66d-1df44b70e795
Taxonomy Organoheterocyclic compounds > Azaspirodecane derivatives
IUPAC Name 10-hydroxy-16-methyl-14-oxa-6-azapentacyclo[8.7.0.01,6.02,13.011,16]heptadec-8-en-15-one
SMILES (Canonical) CC12CC34C5CCCN3CC=CC4(C1CC5OC2=O)O
SMILES (Isomeric) CC12CC34C5CCCN3CC=CC4(C1CC5OC2=O)O
InChI InChI=1S/C16H21NO3/c1-14-9-15-10-4-2-6-17(15)7-3-5-16(15,19)12(14)8-11(10)20-13(14)18/h3,5,10-12,19H,2,4,6-9H2,1H3
InChI Key AAZRLGLWPJJDGC-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H21NO3
Molecular Weight 275.34 g/mol
Exact Mass 275.15214353 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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1,5:4,12b-Dimethano-1H,3H,12bH-oxocino[3,4,5-ij]quinolizin-3-one, 4,5,5a,8,10,11,12,12a-octahydro-5a-hydroxy-4-methyl-, [1R-(1.alpha.,4.beta.,5.alpha.,5a.beta.,12a.alpha.,12b.beta.)]-

2D Structure

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2D Structure of 1,5:4,12b-Dimethano-1H,3H,12bH-oxocino[3,4,5-ij]quinolizin-3-one, 4,5,5a,8,10,11,12,12a-octahydro-5a-hydroxy-4-methyl-, [1R-(1alpha,4beta,5alpha,5abeta,12aalpha,12bbeta)]-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9567 95.67%
Caco-2 + 0.7720 77.20%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4398 43.98%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.9092 90.92%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.9409 94.09%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6641 66.41%
P-glycoprotein inhibitior - 0.9413 94.13%
P-glycoprotein substrate - 0.7055 70.55%
CYP3A4 substrate + 0.6313 63.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7095 70.95%
CYP3A4 inhibition - 0.8546 85.46%
CYP2C9 inhibition - 0.9128 91.28%
CYP2C19 inhibition - 0.8289 82.89%
CYP2D6 inhibition - 0.8981 89.81%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition - 0.8133 81.33%
CYP inhibitory promiscuity - 0.9704 97.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5649 56.49%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9743 97.43%
Skin irritation - 0.7231 72.31%
Skin corrosion - 0.8996 89.96%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4904 49.04%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5906 59.06%
skin sensitisation - 0.8149 81.49%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7562 75.62%
Acute Oral Toxicity (c) III 0.6431 64.31%
Estrogen receptor binding + 0.6422 64.22%
Androgen receptor binding + 0.6346 63.46%
Thyroid receptor binding - 0.5635 56.35%
Glucocorticoid receptor binding - 0.4927 49.27%
Aromatase binding - 0.6133 61.33%
PPAR gamma - 0.5930 59.30%
Honey bee toxicity - 0.9179 91.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.7380 73.80%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.43% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.83% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.25% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.54% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.31% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.29% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.15% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.83% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.37% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.05% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 84.00% 83.82%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.86% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.83% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.36% 86.33%
CHEMBL1871 P10275 Androgen Receptor 80.90% 96.43%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.43% 93.03%

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.
Lycopodium annotinum

Cross-Links

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PubChem 535360
NPASS NPC18601
LOTUS LTS0147421
wikiData Q104908478