5-Bromo-2-methylpyrido[3,4-b]indol-6-ol

Details

• Internal ID: b60c8993-5682-4521-90ea-f05af2df47cc
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 5-bromo-2-methylpyrido[3,4-b]indol-6-ol
• InChI: InChI=1S/C12H9BrN2O/c1-15-5-4-7-9(6-15)14-8-2-3-10(16)12(13)11(7)8/h2-6,16H,1H3
• InChI Key: UWBLOZFYNVSKIM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉BrN₂O
• Molecular Weight: 277.12 g/mol
• Exact Mass: 275.98983 g/mol
• Topological Polar Surface Area (TPSA): 38.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• NSC-722491

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.6216	62.16%
Blood Brain Barrier	+	0.7567	75.67%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5500	55.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7327	73.27%
P-glycoprotein inhibitior	-	0.9677	96.77%
P-glycoprotein substrate	-	0.8730	87.30%
CYP3A4 substrate	-	0.5737	57.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	+	0.5335	53.35%
CYP2C9 inhibition	-	0.5275	52.75%
CYP2C19 inhibition	+	0.5727	57.27%
CYP2D6 inhibition	+	0.5384	53.84%
CYP1A2 inhibition	+	0.8911	89.11%
CYP2C8 inhibition	-	0.5882	58.82%
CYP inhibitory promiscuity	+	0.8587	85.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8606	86.06%
Carcinogenicity (trinary)	Non-required	0.4311	43.11%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.6617	66.17%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6536	65.36%
Micronuclear	+	0.7881	78.81%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.4175	41.75%
Estrogen receptor binding	+	0.9472	94.72%
Androgen receptor binding	+	0.8205	82.05%
Thyroid receptor binding	+	0.6303	63.03%
Glucocorticoid receptor binding	+	0.9698	96.98%
Aromatase binding	+	0.7010	70.10%
PPAR gamma	+	0.5708	57.08%
Honey bee toxicity	-	0.9526	95.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.13%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	91.43%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.27%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.98%	94.00%
CHEMBL3959	P16083	Quinone reductase 2	86.89%	89.49%
CHEMBL1937	Q92769	Histone deacetylase 2	85.39%	94.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.39%	80.78%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.46%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.41%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.53%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.19%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10039147
• LOTUS: LTS0031243
• wikiData: Q105280259