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

Details

• Internal ID: 9563a442-814e-4967-86e9-3daeba6bca56
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1E,3E,5E,7E)-8-(3,4-dibromo-1H-pyrrol-2-yl)octa-1,3,5,7-tetraenyl]-4-hydroxy-3-methylpyran-2-one
• SMILES (Canonical): CC1=C(C=C(OC1=O)C=CC=CC=CC=CC2=C(C(=CN2)Br)Br)O
• SMILES (Isomeric): CC1=C(C=C(OC1=O)/C=C/C=C/C=C/C=C/C2=C(C(=CN2)Br)Br)O
• InChI: InChI=1S/C18H15Br2NO3/c1-12-16(22)10-13(24-18(12)23)8-6-4-2-3-5-7-9-15-17(20)14(19)11-21-15/h2-11,21-22H,1H3/b4-2+,5-3+,8-6+,9-7+
• InChI Key: AUUVIHLBAQYUCW-VTXBTNDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅Br₂NO₃
• Molecular Weight: 453.10 g/mol
• Exact Mass: 452.93982 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5865	58.65%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8132	81.32%
P-glycoprotein inhibitior	-	0.5093	50.93%
P-glycoprotein substrate	-	0.8932	89.32%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6202	62.02%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.5098	50.98%
CYP2C9 inhibition	-	0.5381	53.81%
CYP2C19 inhibition	+	0.5380	53.80%
CYP2D6 inhibition	-	0.8705	87.05%
CYP1A2 inhibition	+	0.5991	59.91%
CYP2C8 inhibition	-	0.6559	65.59%
CYP inhibitory promiscuity	+	0.5081	50.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8280	82.80%
Carcinogenicity (trinary)	Danger	0.4614	46.14%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6834	68.34%
Micronuclear	+	0.8107	81.07%
Hepatotoxicity	+	0.6315	63.15%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7833	78.33%
Acute Oral Toxicity (c)	III	0.4600	46.00%
Estrogen receptor binding	+	0.9318	93.18%
Androgen receptor binding	+	0.5430	54.30%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.8743	87.43%
Aromatase binding	+	0.8077	80.77%
PPAR gamma	+	0.9449	94.49%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9138	91.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.93%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.80%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.12%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.61%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.26%	93.99%
CHEMBL3194	P02766	Transthyretin	83.22%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.88%	93.03%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.42%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.37%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54704065
• LOTUS: LTS0086965
• wikiData: Q104919150