1-(6-bromo-3-hydroxy-1H-indol-2-yl)ethanone

Details

• Internal ID: c5d76139-172a-4c4e-b788-7c0aff2f1825
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: 1-(6-bromo-3-hydroxy-1H-indol-2-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C2=C(N1)C=C(C=C2)Br)O
• SMILES (Isomeric): CC(=O)C1=C(C2=C(N1)C=C(C=C2)Br)O
• InChI: InChI=1S/C10H8BrNO2/c1-5(13)9-10(14)7-3-2-6(11)4-8(7)12-9/h2-4,12,14H,1H3
• InChI Key: UNCLMKKEWJFKSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08 g/mol
• Exact Mass: 252.97384 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.6360	63.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5194	51.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6069	60.69%
P-glycoprotein inhibitior	-	0.9536	95.36%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	-	0.5911	59.11%
CYP2C9 substrate	+	0.5791	57.91%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.6059	60.59%
CYP2C19 inhibition	-	0.5087	50.87%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	+	0.8751	87.51%
CYP2C8 inhibition	-	0.7462	74.62%
CYP inhibitory promiscuity	-	0.5097	50.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8090	80.90%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.9019	90.19%
Skin irritation	-	0.8156	81.56%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7990	79.90%
Micronuclear	+	0.8433	84.33%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.7843	78.43%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8643	86.43%
Acute Oral Toxicity (c)	III	0.4873	48.73%
Estrogen receptor binding	+	0.6020	60.20%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	-	0.6272	62.72%
Glucocorticoid receptor binding	+	0.5733	57.33%
Aromatase binding	-	0.5582	55.82%
PPAR gamma	+	0.5806	58.06%
Honey bee toxicity	-	0.9595	95.95%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7416	74.16%

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	98.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.01%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.44%	90.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.92%	93.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.69%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL1781	P11387	DNA topoisomerase I	80.86%	97.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.66%	85.00%
CHEMBL2535	P11166	Glucose transporter	80.02%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192610
• LOTUS: LTS0227513
• wikiData: Q105275908