3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4-methoxy-1-methylquinolin-2-one

Details

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Internal ID 840951e3-76ff-4a06-91d6-fe22b8e92308
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4-methoxy-1-methylquinolin-2-one
SMILES (Canonical) CC1(C(O1)CC2=C(C3=CC=CC=C3N(C2=O)C)OC)C
SMILES (Isomeric) CC1([C@H](O1)CC2=C(C3=CC=CC=C3N(C2=O)C)OC)C
InChI InChI=1S/C16H19NO3/c1-16(2)13(20-16)9-11-14(19-4)10-7-5-6-8-12(10)17(3)15(11)18/h5-8,13H,9H2,1-4H3/t13-/m1/s1
InChI Key GWFLSQRGTYKCII-CYBMUJFWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H19NO3
Molecular Weight 273.33 g/mol
Exact Mass 273.13649347 g/mol
Topological Polar Surface Area (TPSA) 42.10 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4-methoxy-1-methylquinolin-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9672 96.72%
Caco-2 + 0.9297 92.97%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.4708 47.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8975 89.75%
OATP1B3 inhibitior + 0.9466 94.66%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5902 59.02%
P-glycoprotein inhibitior - 0.7981 79.81%
P-glycoprotein substrate - 0.7784 77.84%
CYP3A4 substrate + 0.6404 64.04%
CYP2C9 substrate - 0.6048 60.48%
CYP2D6 substrate - 0.8255 82.55%
CYP3A4 inhibition - 0.6425 64.25%
CYP2C9 inhibition - 0.6967 69.67%
CYP2C19 inhibition + 0.6056 60.56%
CYP2D6 inhibition - 0.8656 86.56%
CYP1A2 inhibition + 0.7410 74.10%
CYP2C8 inhibition - 0.7390 73.90%
CYP inhibitory promiscuity + 0.5076 50.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4710 47.10%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.7734 77.34%
Skin irritation - 0.8182 81.82%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8294 82.94%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.5215 52.15%
skin sensitisation - 0.8507 85.07%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7353 73.53%
Acute Oral Toxicity (c) III 0.5834 58.34%
Estrogen receptor binding + 0.8950 89.50%
Androgen receptor binding + 0.5962 59.62%
Thyroid receptor binding + 0.6739 67.39%
Glucocorticoid receptor binding - 0.5175 51.75%
Aromatase binding - 0.6268 62.68%
PPAR gamma + 0.5910 59.10%
Honey bee toxicity - 0.8551 85.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.6517 65.17%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.57% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.24% 93.99%
CHEMBL255 P29275 Adenosine A2b receptor 93.24% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.23% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.85% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.22% 98.95%
CHEMBL240 Q12809 HERG 87.72% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.76% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 84.53% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.21% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.35% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.45% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.98% 95.83%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.26% 97.25%

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.
Drummondita calida

Cross-Links

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PubChem 162878712
LOTUS LTS0031759
wikiData Q105022300