n-(2-[6-Bromo-2-(1,1-dimethyl-2-propenyl)-1h-indol-3-yl]ethyl)-n-methylmethanesulfonamide

Details

• Internal ID: 02ab4ceb-3078-4047-8233-b04e39d3d67e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: N-[2-[6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]ethyl]-N-methylmethanesulfonamide
• SMILES (Canonical): CC(C)(C=C)C1=C(C2=C(N1)C=C(C=C2)Br)CCN(C)S(=O)(=O)C
• SMILES (Isomeric): CC(C)(C=C)C1=C(C2=C(N1)C=C(C=C2)Br)CCN(C)S(=O)(=O)C
• InChI: InChI=1S/C17H23BrN2O2S/c1-6-17(2,3)16-14(9-10-20(4)23(5,21)22)13-8-7-12(18)11-15(13)19-16/h6-8,11,19H,1,9-10H2,2-5H3
• InChI Key: ZXPWHDREJROCSY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃BrN₂O₂S
• Molecular Weight: 399.30 g/mol
• Exact Mass: 398.06636 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.5160	51.60%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5222	52.22%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8034	80.34%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7365	73.65%
P-glycoprotein inhibitior	-	0.8289	82.89%
P-glycoprotein substrate	-	0.6292	62.92%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.7695	76.95%
CYP3A4 inhibition	+	0.6611	66.11%
CYP2C9 inhibition	-	0.6334	63.34%
CYP2C19 inhibition	-	0.5575	55.75%
CYP2D6 inhibition	-	0.7831	78.31%
CYP1A2 inhibition	-	0.5258	52.58%
CYP2C8 inhibition	-	0.5568	55.68%
CYP inhibitory promiscuity	+	0.6133	61.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6704	67.04%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9022	90.22%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9522	95.22%
Acute Oral Toxicity (c)	III	0.5870	58.70%
Estrogen receptor binding	+	0.7058	70.58%
Androgen receptor binding	+	0.6084	60.84%
Thyroid receptor binding	+	0.6343	63.43%
Glucocorticoid receptor binding	+	0.6251	62.51%
Aromatase binding	+	0.7065	70.65%
PPAR gamma	-	0.5601	56.01%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.33%	95.56%
CHEMBL240	Q12809	HERG	96.70%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	95.04%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	93.55%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	93.19%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL202	P00374	Dihydrofolate reductase	90.76%	89.92%
CHEMBL1781	P11387	DNA topoisomerase I	90.56%	97.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.29%	85.31%
CHEMBL1952	P04818	Thymidylate synthase	89.77%	93.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.58%	86.92%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.05%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.17%	96.90%
CHEMBL220	P22303	Acetylcholinesterase	83.85%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.38%	96.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.50%	88.56%
CHEMBL2916	O14746	Telomerase reverse transcriptase	82.36%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.24%	85.49%
CHEMBL1907	P15144	Aminopeptidase N	81.17%	93.31%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	80.69%	81.14%
CHEMBL1871	P10275	Androgen Receptor	80.65%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11732092
• LOTUS: LTS0185863
• wikiData: Q105385687