Pyridinium, 1-[2-[[(4-bromo-1H-pyrrol-2-yl)carbonyl]oxy]ethyl]-3-carboxy-, inner salt

Details

• Internal ID: 12e8ba9d-1cc0-4a45-81af-9a04c706d934
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: 1-[2-(4-bromo-1H-pyrrole-2-carbonyl)oxyethyl]pyridin-1-ium-3-carboxylate
• SMILES (Canonical): C1=CC(=C[N+](=C1)CCOC(=O)C2=CC(=CN2)Br)C(=O)[O-]
• SMILES (Isomeric): C1=CC(=C[N+](=C1)CCOC(=O)C2=CC(=CN2)Br)C(=O)[O-]
• InChI: InChI=1S/C13H11BrN2O4/c14-10-6-11(15-7-10)13(19)20-5-4-16-3-1-2-9(8-16)12(17)18/h1-3,6-8H,4-5H2,(H-,15,17,18,19)
• InChI Key: ZQAAVTIFMIDETK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁BrN₂O₄
• Molecular Weight: 339.14 g/mol
• Exact Mass: 337.99022 g/mol
• Topological Polar Surface Area (TPSA): 86.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Pyridinium, 1-[2-[[(4-bromo-1H-pyrrol-2-yl)carbonyl]oxy]ethyl]-3-carboxy-, inner salt
• 1-[2-(4-bromo-1H-pyrrole-2-carbonyl)oxyethyl]pyridin-1-ium-3-carboxylate
• CHEMBL308336
• DTXSID20440545
• 1-{2-[(4-Bromo-1H-pyrrole-2-carbonyl)oxy]ethyl}pyridin-1-ium-3-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6668	66.68%
Caco-2	-	0.5764	57.64%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6741	67.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5116	51.16%
BSEP inhibitior	-	0.7045	70.45%
P-glycoprotein inhibitior	-	0.9198	91.98%
P-glycoprotein substrate	-	0.8163	81.63%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.6734	67.34%
CYP2C19 inhibition	-	0.6698	66.98%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5307	53.07%
CYP inhibitory promiscuity	+	0.6678	66.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8861	88.61%
Carcinogenicity (trinary)	Non-required	0.5545	55.45%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8593	85.93%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6620	66.20%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8832	88.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7760	77.60%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.9331	93.31%
Androgen receptor binding	+	0.5206	52.06%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.7389	73.89%
Aromatase binding	+	0.7501	75.01%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	-	0.3837	38.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.94%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.45%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.96%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.48%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10472336
• LOTUS: LTS0118902
• wikiData: Q82256884