(1R,2R,9R,10S,12R)-12-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

Details

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Internal ID 0f787701-ef07-475b-a17d-e71b6d58361e
Taxonomy Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
IUPAC Name (1R,2R,9R,10S,12R)-12-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
SMILES (Canonical) COC1CCN2CC3CC(C2C1)CN4C3CCCC4=O
SMILES (Isomeric) CO[C@@H]1CCN2C[C@H]3C[C@@H]([C@@H]2C1)CN4[C@@H]3CCCC4=O
InChI InChI=1S/C16H26N2O2/c1-20-13-5-6-17-9-11-7-12(15(17)8-13)10-18-14(11)3-2-4-16(18)19/h11-15H,2-10H2,1H3/t11-,12-,13-,14-,15+/m1/s1
InChI Key NFCKZRHDRGPCSU-RYPNDVFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H26N2O2
Molecular Weight 278.39 g/mol
Exact Mass 278.199428076 g/mol
Topological Polar Surface Area (TPSA) 32.80 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,9R,10S,12R)-12-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 + 0.7462 74.62%
Blood Brain Barrier + 0.9379 93.79%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6945 69.45%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.9383 93.83%
OATP1B3 inhibitior + 0.9505 95.05%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.7000 70.00%
BSEP inhibitior - 0.5298 52.98%
P-glycoprotein inhibitior - 0.8680 86.80%
P-glycoprotein substrate - 0.5342 53.42%
CYP3A4 substrate + 0.5831 58.31%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate + 0.4294 42.94%
CYP3A4 inhibition - 0.9338 93.38%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition - 0.8807 88.07%
CYP1A2 inhibition - 0.9341 93.41%
CYP2C8 inhibition - 0.9406 94.06%
CYP inhibitory promiscuity - 0.9286 92.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9799 97.99%
Eye irritation - 0.8776 87.76%
Skin irritation - 0.7517 75.17%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4523 45.23%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6928 69.28%
skin sensitisation - 0.8792 87.92%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6744 67.44%
Acute Oral Toxicity (c) III 0.7180 71.80%
Estrogen receptor binding - 0.6913 69.13%
Androgen receptor binding - 0.5483 54.83%
Thyroid receptor binding - 0.5855 58.55%
Glucocorticoid receptor binding - 0.6017 60.17%
Aromatase binding - 0.7881 78.81%
PPAR gamma - 0.7150 71.50%
Honey bee toxicity - 0.8882 88.82%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity - 0.9333 93.33%

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 95.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.70% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.91% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.84% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 87.67% 97.05%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 87.16% 91.43%
CHEMBL4235 P28845 11-beta-hydroxysteroid dehydrogenase 1 86.55% 97.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.54% 97.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 86.40% 94.66%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.21% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.92% 92.94%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.74% 94.78%
CHEMBL5255 O00206 Toll-like receptor 4 83.26% 92.50%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 82.83% 91.81%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.91% 93.03%
CHEMBL1951 P21397 Monoamine oxidase A 81.79% 91.49%
CHEMBL3820 P35557 Hexokinase type IV 81.66% 91.96%
CHEMBL1871 P10275 Androgen Receptor 81.43% 96.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.39% 95.50%

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.
Genista albida

Cross-Links

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PubChem 162954413
LOTUS LTS0180929
wikiData Q105178372