(1R,2S,4R,6S,9S)-2-hydroxy-4-methyl-13-azatetracyclo[7.7.0.01,6.02,13]hexadec-15-en-8-one

Details

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Internal ID 3fafa4fb-4142-460b-8c15-8e539baf31f4
Taxonomy Organoheterocyclic compounds > Azepanes
IUPAC Name (1R,2S,4R,6S,9S)-2-hydroxy-4-methyl-13-azatetracyclo[7.7.0.01,6.02,13]hexadec-15-en-8-one
SMILES (Canonical) CC1CC2CC(=O)C3C24C=CCN(C4(C1)O)CCC3
SMILES (Isomeric) C[C@@H]1C[C@H]2CC(=O)[C@@H]3[C@]24C=CCN([C@@]4(C1)O)CCC3
InChI InChI=1S/C16H23NO2/c1-11-8-12-9-14(18)13-4-2-6-17-7-3-5-15(12,13)16(17,19)10-11/h3,5,11-13,19H,2,4,6-10H2,1H3/t11-,12+,13-,15+,16+/m1/s1
InChI Key JLBPPPBTYLGITR-WALBABNVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H23NO2
Molecular Weight 261.36 g/mol
Exact Mass 261.172878976 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.96
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 (1R,2S,4R,6S,9S)-2-hydroxy-4-methyl-13-azatetracyclo[7.7.0.01,6.02,13]hexadec-15-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 + 0.8092 80.92%
Blood Brain Barrier + 0.9129 91.29%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4172 41.72%
OATP2B1 inhibitior - 0.8531 85.31%
OATP1B1 inhibitior + 0.9300 93.00%
OATP1B3 inhibitior + 0.9516 95.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.5214 52.14%
P-glycoprotein inhibitior - 0.9383 93.83%
P-glycoprotein substrate - 0.5800 58.00%
CYP3A4 substrate + 0.5846 58.46%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8150 81.50%
CYP3A4 inhibition - 0.6608 66.08%
CYP2C9 inhibition - 0.8422 84.22%
CYP2C19 inhibition - 0.8334 83.34%
CYP2D6 inhibition - 0.7450 74.50%
CYP1A2 inhibition - 0.9300 93.00%
CYP2C8 inhibition - 0.9166 91.66%
CYP inhibitory promiscuity - 0.9490 94.90%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5239 52.39%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8759 87.59%
Skin irritation - 0.7142 71.42%
Skin corrosion - 0.8561 85.61%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6892 68.92%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8509 85.09%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6017 60.17%
Acute Oral Toxicity (c) III 0.6344 63.44%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding + 0.5786 57.86%
Thyroid receptor binding - 0.5167 51.67%
Glucocorticoid receptor binding + 0.5950 59.50%
Aromatase binding - 0.5369 53.69%
PPAR gamma - 0.7362 73.62%
Honey bee toxicity - 0.9225 92.25%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity - 0.7563 75.63%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.00% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.24% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.79% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.76% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.04% 91.11%
CHEMBL4208 P20618 Proteasome component C5 88.34% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.77% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.66% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.02% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.50% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.48% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.95% 93.03%
CHEMBL217 P14416 Dopamine D2 receptor 81.87% 95.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.79% 99.23%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.71% 90.24%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.47% 90.71%

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 javanica

Cross-Links

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PubChem 162926090
LOTUS LTS0136044
wikiData Q105130604