6-bromo-1-methyl-9H-pyrido[3,4-b]indole

Details

• Internal ID: a18f4352-ec46-4e0a-906e-1da9ffa78cca
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 6-bromo-1-methyl-9H-pyrido[3,4-b]indole
• SMILES (Canonical): CC1=NC=CC2=C1NC3=C2C=C(C=C3)Br
• SMILES (Isomeric): CC1=NC=CC2=C1NC3=C2C=C(C=C3)Br
• InChI: InChI=1S/C12H9BrN2/c1-7-12-9(4-5-14-7)10-6-8(13)2-3-11(10)15-12/h2-6,15H,1H3
• InChI Key: MGPZBLVKGVLQIV-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉BrN₂
• Molecular Weight: 261.12 g/mol
• Exact Mass: 259.99491 g/mol
• Topological Polar Surface Area (TPSA): 28.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 18813-71-3
• NSC 97850
• 6-Bromo-1-methyl-9H-pyrido(3,4-b)indole
• NSC97850
• MLS000574962
• SCHEMBL2720910
• CHEMBL1698399
• DTXSID00418909
• MGPZBLVKGVLQIV-UHFFFAOYSA-N
• 6-bromo-1-methyl-9h-b-carboline
• HMS2270H23
• NSC-97850
• 6-Bromo-1-methyl-9H-I(2)-carboline
• SMR001215941

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8736	87.36%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5144	51.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4628	46.28%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.8472	84.72%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.7568	75.68%
CYP3A4 inhibition	+	0.7701	77.01%
CYP2C9 inhibition	-	0.5156	51.56%
CYP2C19 inhibition	+	0.5896	58.96%
CYP2D6 inhibition	-	0.8426	84.26%
CYP1A2 inhibition	+	0.8982	89.82%
CYP2C8 inhibition	+	0.4602	46.02%
CYP inhibitory promiscuity	+	0.7504	75.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8638	86.38%
Carcinogenicity (trinary)	Non-required	0.6656	66.56%
Eye corrosion	-	0.9412	94.12%
Eye irritation	+	0.7350	73.50%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5649	56.49%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.7686	76.86%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8527	85.27%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.6698	66.98%
Honey bee toxicity	-	0.9626	96.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.7955	79.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.03%	91.49%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	95.46%	96.11%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	93.98%	93.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.83%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.13%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.84%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.40%	96.09%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	89.04%	86.79%
CHEMBL1781	P11387	DNA topoisomerase I	88.87%	97.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.61%	85.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.26%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.78%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.71%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.04%	89.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.29%	93.10%
CHEMBL1907	P15144	Aminopeptidase N	85.01%	93.31%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.86%	93.65%
CHEMBL1952	P04818	Thymidylate synthase	84.42%	93.53%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.05%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	83.33%	94.73%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	82.52%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.30%	100.00%
CHEMBL202	P00374	Dihydrofolate reductase	82.29%	89.92%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.17%	85.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.82%	85.30%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.75%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	80.59%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5380465
• LOTUS: LTS0247475
• wikiData: Q82229638