4-Methoxy-6-[3-(4-methoxy-6-oxopyran-2-yl)-2,4-diphenylcyclobutyl]pyran-2-one

Details

• Internal ID: 37c3985a-5c70-4d80-97ee-1c89e3cde6eb
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-methoxy-6-[3-(4-methoxy-6-oxopyran-2-yl)-2,4-diphenylcyclobutyl]pyran-2-one
• SMILES (Canonical): COC1=CC(=O)OC(=C1)C2C(C(C2C3=CC=CC=C3)C4=CC(=CC(=O)O4)OC)C5=CC=CC=C5
• SMILES (Isomeric): COC1=CC(=O)OC(=C1)C2C(C(C2C3=CC=CC=C3)C4=CC(=CC(=O)O4)OC)C5=CC=CC=C5
• InChI: InChI=1S/C28H24O6/c1-31-19-13-21(33-23(29)15-19)27-25(17-9-5-3-6-10-17)28(26(27)18-11-7-4-8-12-18)22-14-20(32-2)16-24(30)34-22/h3-16,25-28H,1-2H3
• InChI Key: KFQFFSFVCKZEMA-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₆
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.15728848 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• MLS001143525
• CHEMBL1726362
• SCHEMBL28665236
• SMR001215708

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.5075	50.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8462	84.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7223	72.23%
P-glycoprotein inhibitior	+	0.8560	85.60%
P-glycoprotein substrate	-	0.9642	96.42%
CYP3A4 substrate	-	0.6025	60.25%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.5536	55.36%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.5335	53.35%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.5972	59.72%
CYP2C8 inhibition	+	0.4727	47.27%
CYP inhibitory promiscuity	+	0.5978	59.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8513	85.13%
Carcinogenicity (trinary)	Non-required	0.4170	41.70%
Eye corrosion	-	0.9637	96.37%
Eye irritation	-	0.8316	83.16%
Skin irritation	-	0.7626	76.26%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3676	36.76%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.9593	95.93%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.7290	72.90%
Estrogen receptor binding	+	0.8478	84.78%
Androgen receptor binding	+	0.7830	78.30%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7205	72.05%
Aromatase binding	+	0.6124	61.24%
PPAR gamma	+	0.7982	79.82%
Honey bee toxicity	-	0.8749	87.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	95.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.83%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.30%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.95%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.81%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45479719
• LOTUS: LTS0166205
• wikiData: Q105140516