2-[4-(3-chloro-1H-pyrrol-2-yl)-3-methylbuta-1,3-dienyl]-6-methoxy-3-methyl-5-(2-methylbut-3-en-2-yl)pyran-4-one

Details

• Internal ID: 543ddc32-f8e7-4269-b774-eae736ea78af
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 2-[4-(3-chloro-1H-pyrrol-2-yl)-3-methylbuta-1,3-dienyl]-6-methoxy-3-methyl-5-(2-methylbut-3-en-2-yl)pyran-4-one
• InChI: InChI=1S/C21H24ClNO3/c1-7-21(4,5)18-19(24)14(3)17(26-20(18)25-6)9-8-13(2)12-16-15(22)10-11-23-16/h7-12,23H,1H2,2-6H3
• InChI Key: QXYOCNYNBSRUJN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄ClNO₃
• Molecular Weight: 373.90 g/mol
• Exact Mass: 373.1444713 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5118	51.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5117	51.17%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8810	88.10%
P-glycoprotein inhibitior	+	0.6665	66.65%
P-glycoprotein substrate	-	0.6969	69.69%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	+	0.5152	51.52%
CYP2C9 inhibition	-	0.5055	50.55%
CYP2C19 inhibition	+	0.7270	72.70%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	+	0.6923	69.23%
CYP2C8 inhibition	+	0.5919	59.19%
CYP inhibitory promiscuity	+	0.8747	87.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7604	76.04%
Carcinogenicity (trinary)	Danger	0.5391	53.91%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9119	91.19%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5809	58.09%
Acute Oral Toxicity (c)	III	0.5057	50.57%
Estrogen receptor binding	+	0.9066	90.66%
Androgen receptor binding	+	0.6585	65.85%
Thyroid receptor binding	+	0.7894	78.94%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	+	0.6956	69.56%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5547	55.47%
Fish aquatic toxicity	+	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.36%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.92%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.82%	94.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.32%	85.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.63%	97.21%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.94%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.88%	89.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.61%	85.30%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.45%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.37%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75056830
• LOTUS: LTS0099337
• wikiData: Q104196333