(4R,6R)-4-hydroxy-6-methyl-9-azatricyclo[7.4.3.04,13]hexadec-1(13)-ene-2,8-dione

Details

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Internal ID 70de8f98-64f4-447d-93d1-a83d707ae846
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > Tertiary carboxylic acid amides
IUPAC Name (4R,6R)-4-hydroxy-6-methyl-9-azatricyclo[7.4.3.04,13]hexadec-1(13)-ene-2,8-dione
SMILES (Canonical) CC1CC(=O)N2CCCC3=C(CCC2)C(C1)(CC3=O)O
SMILES (Isomeric) C[C@H]1CC(=O)N2CCCC3=C(CCC2)[C@@](C1)(CC3=O)O
InChI InChI=1S/C16H23NO3/c1-11-8-15(19)17-6-2-4-12-13(5-3-7-17)16(20,9-11)10-14(12)18/h11,20H,2-10H2,1H3/t11-,16+/m0/s1
InChI Key DCCZKESPYJDDIO-MEDUHNTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H23NO3
Molecular Weight 277.36 g/mol
Exact Mass 277.16779360 g/mol
Topological Polar Surface Area (TPSA) 57.60 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,6R)-4-hydroxy-6-methyl-9-azatricyclo[7.4.3.04,13]hexadec-1(13)-ene-2,8-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.8974 89.74%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6294 62.94%
OATP2B1 inhibitior - 0.8548 85.48%
OATP1B1 inhibitior + 0.9476 94.76%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5791 57.91%
BSEP inhibitior - 0.5827 58.27%
P-glycoprotein inhibitior - 0.9285 92.85%
P-glycoprotein substrate - 0.6842 68.42%
CYP3A4 substrate + 0.5507 55.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8958 89.58%
CYP3A4 inhibition - 0.8843 88.43%
CYP2C9 inhibition - 0.8689 86.89%
CYP2C19 inhibition - 0.8009 80.09%
CYP2D6 inhibition - 0.8837 88.37%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition - 0.9795 97.95%
CYP inhibitory promiscuity - 0.9774 97.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.3935 39.35%
Eye corrosion - 0.9802 98.02%
Eye irritation + 0.5644 56.44%
Skin irritation - 0.7229 72.29%
Skin corrosion - 0.8919 89.19%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5096 50.96%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8565 85.65%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.7130 71.30%
Acute Oral Toxicity (c) III 0.5834 58.34%
Estrogen receptor binding - 0.6710 67.10%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.5184 51.84%
Glucocorticoid receptor binding - 0.6023 60.23%
Aromatase binding - 0.8172 81.72%
PPAR gamma - 0.8083 80.83%
Honey bee toxicity - 0.9007 90.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity - 0.6458 64.58%

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 96.51% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 94.82% 95.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.28% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.00% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.41% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.59% 92.94%
CHEMBL1902 P62942 FK506-binding protein 1A 84.46% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.04% 97.25%
CHEMBL234 P35462 Dopamine D3 receptor 83.86% 90.48%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.67% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.66% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.54% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.27% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.07% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.13% 93.40%

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.
Huperzia serrata

Cross-Links

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PubChem 162894026
LOTUS LTS0228775
wikiData Q104975207