2,4(1H,3H)-Quinolinedione, 1-methyl-3,3-bis(3-methyl-2-butenyl)-

Details

• Internal ID: bd203843-95a1-45d4-8a1d-d09a256870a1
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 1-methyl-3,3-bis(3-methylbut-2-enyl)quinoline-2,4-dione
• SMILES (Canonical): CC(=CCC1(C(=O)C2=CC=CC=C2N(C1=O)C)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1(C(=O)C2=CC=CC=C2N(C1=O)C)CC=C(C)C)C
• InChI: InChI=1S/C20H25NO2/c1-14(2)10-12-20(13-11-15(3)4)18(22)16-8-6-7-9-17(16)21(5)19(20)23/h6-11H,12-13H2,1-5H3
• InChI Key: DPDOQGICSCTEJS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.188529040 g/mol
• Topological Polar Surface Area (TPSA): 37.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 3,3-Diisopentenyl-N-methyl-2,4-quinoldione
• 2,4(1H,3H)-Quinolinedione, 1-methyl-3,3-bis(3-methyl-2-butenyl)-
• DTXSID30482052
• DPDOQGICSCTEJS-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.9059	90.59%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6563	65.63%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7021	70.21%
P-glycoprotein substrate	-	0.8715	87.15%
CYP3A4 substrate	-	0.5235	52.35%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.6397	63.97%
CYP2C9 inhibition	+	0.5888	58.88%
CYP2C19 inhibition	+	0.6864	68.64%
CYP2D6 inhibition	-	0.8039	80.39%
CYP1A2 inhibition	+	0.6071	60.71%
CYP2C8 inhibition	-	0.9675	96.75%
CYP inhibitory promiscuity	+	0.7925	79.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4977	49.77%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8853	88.53%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4018	40.18%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8427	84.27%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.6151	61.51%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	-	0.5096	50.96%
Thyroid receptor binding	+	0.6514	65.14%
Glucocorticoid receptor binding	+	0.6149	61.49%
Aromatase binding	+	0.6901	69.01%
PPAR gamma	+	0.7980	79.80%
Honey bee toxicity	-	0.9060	90.60%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8506	85.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.81%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.79%	93.40%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.72%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.13%	91.11%
CHEMBL4208	P20618	Proteasome component C5	83.14%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.57%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.41%	85.14%

Plants that contains it

• Esenbeckia almawillia
• Esenbeckia flava

Cross-Links

• PubChem: 12242838
• LOTUS: LTS0235668
• wikiData: Q82317936