2-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl]-1,3-dimethylquinolin-4-one

Details

Top
Internal ID 8323f19f-2948-4e2e-9106-ec9e9a136418
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 2-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl]-1,3-dimethylquinolin-4-one
SMILES (Canonical) CC1=C(N(C2=CC=CC=C2C1=O)C)CC=C(C)CCC3C(O3)(C)C
SMILES (Isomeric) CC1=C(N(C2=CC=CC=C2C1=O)C)C/C=C(\C)/CCC3C(O3)(C)C
InChI InChI=1S/C21H27NO2/c1-14(11-13-19-21(3,4)24-19)10-12-17-15(2)20(23)16-8-6-7-9-18(16)22(17)5/h6-10,19H,11-13H2,1-5H3/b14-10+
InChI Key DSXHBOUOVLEJIT-GXDHUFHOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H27NO2
Molecular Weight 325.40 g/mol
Exact Mass 325.204179104 g/mol
Topological Polar Surface Area (TPSA) 32.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl]-1,3-dimethylquinolin-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9852 98.52%
Caco-2 + 0.7127 71.27%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5894 58.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8894 88.94%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9610 96.10%
P-glycoprotein inhibitior - 0.5306 53.06%
P-glycoprotein substrate - 0.6577 65.77%
CYP3A4 substrate + 0.6349 63.49%
CYP2C9 substrate + 0.6079 60.79%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition - 0.5877 58.77%
CYP2C9 inhibition - 0.7571 75.71%
CYP2C19 inhibition - 0.6185 61.85%
CYP2D6 inhibition - 0.6125 61.25%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.7257 72.57%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5666 56.66%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9824 98.24%
Skin irritation - 0.7795 77.95%
Skin corrosion - 0.9134 91.34%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7131 71.31%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7905 79.05%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8155 81.55%
Acute Oral Toxicity (c) III 0.6480 64.80%
Estrogen receptor binding + 0.8348 83.48%
Androgen receptor binding + 0.5873 58.73%
Thyroid receptor binding + 0.7576 75.76%
Glucocorticoid receptor binding + 0.7555 75.55%
Aromatase binding + 0.6205 62.05%
PPAR gamma + 0.8920 89.20%
Honey bee toxicity - 0.8548 85.48%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9570 95.70%

Targets

Top

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 97.94% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.53% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.78% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.41% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.45% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.96% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.58% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.19% 99.23%
CHEMBL2039 P27338 Monoamine oxidase B 89.64% 92.51%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.40% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 86.36% 91.49%
CHEMBL1937 Q92769 Histone deacetylase 2 85.41% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 84.26% 98.59%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.79% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.30% 97.25%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.92% 96.25%

Plants that contains it

Top
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.
Senecio glanduloso-pilosus

Cross-Links

Top
PubChem 9862116
LOTUS LTS0136727
wikiData Q105322512