Simulenoline

Details

• Internal ID: 5c722205-9a10-43e8-a6cf-35e110ecd218
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 2-[(E)-4-hydroxy-4-methylpent-2-enyl]-2,6-dimethylpyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)CC=CC(C)(C)O
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)C/C=C/C(C)(C)O
• InChI: InChI=1S/C20H23NO3/c1-19(2,23)11-7-12-20(3)13-10-15-17(24-20)14-8-5-6-9-16(14)21(4)18(15)22/h5-11,13,23H,12H2,1-4H3/b11-7+
• InChI Key: QEKDXAXUTISDJG-YRNVUSSQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.16779360 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2-[(2E)-4-hydroxy-4-methylpent-2-en-1-yl]-2,6-dimethyl-2H,5H,6H-pyrano[3,2-c]quinolin-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9238	92.38%
Caco-2	+	0.7924	79.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5540	55.40%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9499	94.99%
P-glycoprotein inhibitior	-	0.6461	64.61%
P-glycoprotein substrate	-	0.7059	70.59%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	+	0.5898	58.98%
CYP2D6 substrate	-	0.8275	82.75%
CYP3A4 inhibition	-	0.7962	79.62%
CYP2C9 inhibition	-	0.7468	74.68%
CYP2C19 inhibition	+	0.5246	52.46%
CYP2D6 inhibition	-	0.8234	82.34%
CYP1A2 inhibition	+	0.7162	71.62%
CYP2C8 inhibition	-	0.7180	71.80%
CYP inhibitory promiscuity	-	0.5237	52.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4100	41.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.7862	78.62%
Skin irritation	-	0.8245	82.45%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5067	50.67%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6323	63.23%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.5402	54.02%
Estrogen receptor binding	+	0.9448	94.48%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8047	80.47%
Glucocorticoid receptor binding	+	0.8341	83.41%
Aromatase binding	+	0.7987	79.87%
PPAR gamma	+	0.7919	79.19%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7650	76.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL240	Q12809	HERG	96.17%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.54%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.71%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	92.41%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	90.21%	98.59%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.00%	85.94%
CHEMBL1937	Q92769	Histone deacetylase 2	80.82%	94.75%

Plants that contains it

• Zanthoxylum simulans

Cross-Links

• PubChem: 5321316
• NPASS: NPC69815
• LOTUS: LTS0015396
• wikiData: Q105219262