3-(3-bromo-4-hydroxyphenyl)-2-hydroxyimino-N-(2-sulfamoylethyl)propanamide

Details

• Internal ID: 27ecef70-6cf0-4892-b82b-99ef28b130bd
• Taxonomy: Benzenoids > Phenols > Halophenols > Bromophenols > O-bromophenols
• IUPAC Name: 3-(3-bromo-4-hydroxyphenyl)-2-hydroxyimino-N-(2-sulfamoylethyl)propanamide
• InChI: InChI=1S/C11H14BrN3O5S/c12-8-5-7(1-2-10(8)16)6-9(15-18)11(17)14-3-4-21(13,19)20/h1-2,5,16,18H,3-4,6H2,(H,14,17)(H2,13,19,20)
• InChI Key: LZIKVOPNIDEBQJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄BrN₃O₅S
• Molecular Weight: 380.22 g/mol
• Exact Mass: 378.98375 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	-	0.7423	74.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5801	58.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4585	45.85%
P-glycoprotein inhibitior	-	0.9427	94.27%
P-glycoprotein substrate	-	0.7452	74.52%
CYP3A4 substrate	-	0.5625	56.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.6763	67.63%
CYP2C19 inhibition	-	0.6879	68.79%
CYP2D6 inhibition	-	0.8360	83.60%
CYP1A2 inhibition	-	0.7312	73.12%
CYP2C8 inhibition	-	0.7555	75.55%
CYP inhibitory promiscuity	-	0.7607	76.07%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9765	97.65%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	-	0.6008	60.08%
Androgen receptor binding	+	0.6879	68.79%
Thyroid receptor binding	+	0.6041	60.41%
Glucocorticoid receptor binding	+	0.7108	71.08%
Aromatase binding	-	0.6251	62.51%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8266	82.66%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL261	P00915	Carbonic anhydrase I	48.1 nM	Ki	via Super-PRED
CHEMBL205	P00918	Carbonic anhydrase II	88 nM	Ki	via Super-PRED
CHEMBL3729	P22748	Carbonic anhydrase IV	75.3 nM	Ki	via Super-PRED
CHEMBL3594	Q16790	Carbonic anhydrase IX	12.3 nM	Ki	via Super-PRED
CHEMBL4789	P35218	Carbonic anhydrase VA	154 nM	Ki	via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	1.7 nM	Ki	via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	0.79 nM	Ki	via Super-PRED
CHEMBL3510	Q9ULX7	Carbonic anhydrase XIV	379 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	90.24%	94.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.79%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.89%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.43%	90.71%
CHEMBL3959	P16083	Quinone reductase 2	86.12%	89.49%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.44%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.39%	92.88%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.15%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73825226
• LOTUS: LTS0049269
• wikiData: Q105159897