6-[8-(3-chloro-1H-pyrrol-2-yl)octa-1,3,5,7-tetraenyl]-4-methoxy-3-methylpyran-2-one

Details

• Internal ID: afe2f239-bb6a-49dd-8074-40942fbe0193
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[8-(3-chloro-1H-pyrrol-2-yl)octa-1,3,5,7-tetraenyl]-4-methoxy-3-methylpyran-2-one
• InChI: InChI=1S/C19H18ClNO3/c1-14-18(23-2)13-15(24-19(14)22)9-7-5-3-4-6-8-10-17-16(20)11-12-21-17/h3-13,21H,1-2H3
• InChI Key: PVDBICYNLATHGO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈ClNO₃
• Molecular Weight: 343.80 g/mol
• Exact Mass: 343.0975211 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.78
• 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	+	1.0000	100.00%
Caco-2	+	0.5249	52.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4921	49.21%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9351	93.51%
P-glycoprotein inhibitior	+	0.6983	69.83%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	0.6162	61.62%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.6479	64.79%
CYP2C9 inhibition	-	0.7437	74.37%
CYP2C19 inhibition	+	0.7710	77.10%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	+	0.8576	85.76%
CYP2C8 inhibition	+	0.4810	48.10%
CYP inhibitory promiscuity	+	0.8054	80.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7663	76.63%
Carcinogenicity (trinary)	Danger	0.5551	55.51%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9295	92.95%
Micronuclear	+	0.6607	66.07%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6639	66.39%
Acute Oral Toxicity (c)	III	0.4573	45.73%
Estrogen receptor binding	+	0.9485	94.85%
Androgen receptor binding	+	0.6143	61.43%
Thyroid receptor binding	+	0.6785	67.85%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	+	0.8776	87.76%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.8449	84.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6695	66.95%
Fish aquatic toxicity	+	0.9105	91.05%

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	96.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.85%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.96%	89.62%
CHEMBL2039	P27338	Monoamine oxidase B	88.92%	92.51%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.66%	97.21%
CHEMBL3194	P02766	Transthyretin	83.59%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.18%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.31%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.44%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.04%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85435828
• LOTUS: LTS0065636
• wikiData: Q104195456