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

Details

• Internal ID: 8b35004a-8c39-4b1f-8e79-cf4c0747be22
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(1E,3E,5E,7E)-8-(3-bromo-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)O
• SMILES (Isomeric): CC1=C(C=C(OC1=O)/C=C/C=C/C=C/C=C/C2=C(C=CN2)Br)O
• InChI: InChI=1S/C18H16BrNO3/c1-13-17(21)12-14(23-18(13)22)8-6-4-2-3-5-7-9-16-15(19)10-11-20-16/h2-12,20-21H,1H3/b4-2+,5-3+,8-6+,9-7+
• InChI Key: YRKNYVNNZAWSJE-VTXBTNDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆BrNO₃
• Molecular Weight: 374.20 g/mol
• Exact Mass: 373.03136 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.58
• 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	+	0.5758	57.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5865	58.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7841	78.41%
P-glycoprotein inhibitior	-	0.5770	57.70%
P-glycoprotein substrate	-	0.8733	87.33%
CYP3A4 substrate	-	0.5253	52.53%
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	-	0.6031	60.31%
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	-	0.8590	85.90%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6503	65.03%
Micronuclear	+	0.8107	81.07%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8531	85.31%
Acute Oral Toxicity (c)	III	0.4600	46.00%
Estrogen receptor binding	+	0.9050	90.50%
Androgen receptor binding	+	0.6427	64.27%
Thyroid receptor binding	+	0.6414	64.14%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.7959	79.59%
PPAR gamma	+	0.8979	89.79%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.69%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	92.12%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	91.01%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.52%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.92%	93.40%
CHEMBL3194	P02766	Transthyretin	80.94%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54704064
• LOTUS: LTS0268335
• wikiData: Q104193753