(2R)-3-(2,6-dibromo-4-methoxyphenyl)-2-(trimethylazaniumyl)propanoate

Details

• Internal ID: 51a85af0-c3df-4c07-ba85-3cde7643c9ff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2R)-3-(2,6-dibromo-4-methoxyphenyl)-2-(trimethylazaniumyl)propanoate
• SMILES (Canonical): C[N+](C)(C)C(CC1=C(C=C(C=C1Br)OC)Br)C(=O)[O-]
• SMILES (Isomeric): C[N+](C)(C)[C@H](CC1=C(C=C(C=C1Br)OC)Br)C(=O)[O-]
• InChI: InChI=1S/C13H17Br2NO3/c1-16(2,3)12(13(17)18)7-9-10(14)5-8(19-4)6-11(9)15/h5-6,12H,7H2,1-4H3/t12-/m1/s1
• InChI Key: HPWZPBRHLVYCSN-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇Br₂NO₃
• Molecular Weight: 395.09 g/mol
• Exact Mass: 394.95547 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• BDBM50486142

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5715	57.15%
Caco-2	+	0.6787	67.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5300	53.00%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7486	74.86%
P-glycoprotein inhibitior	-	0.9352	93.52%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	-	0.6123	61.23%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8016	80.16%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.6764	67.64%
CYP2D6 inhibition	-	0.8256	82.56%
CYP1A2 inhibition	-	0.5289	52.89%
CYP2C8 inhibition	-	0.8515	85.15%
CYP inhibitory promiscuity	-	0.6635	66.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6032	60.32%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.5927	59.27%
Skin irritation	-	0.7778	77.78%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5801	58.01%
Micronuclear	-	0.5232	52.32%
Hepatotoxicity	-	0.5715	57.15%
skin sensitisation	-	0.8569	85.69%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7305	73.05%
Acute Oral Toxicity (c)	II	0.4701	47.01%
Estrogen receptor binding	+	0.5898	58.98%
Androgen receptor binding	+	0.5687	56.87%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.5952	59.52%
Aromatase binding	+	0.5574	55.74%
PPAR gamma	+	0.6798	67.98%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.98%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.71%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.96%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.58%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.29%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.22%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71459445
• LOTUS: LTS0043750
• wikiData: Q105031962