6-[4-[(1S)-1-[(2S)-2-amino-2,3-dihydro-1H-imidazol-4-yl]ethyl]-7-hydroxy-1H-indol-3-yl]-3-(6-bromo-1H-indol-3-yl)-1H-pyrazin-2-one

Details

• Internal ID: 12502517-273d-4241-8471-20e3f59c7b17
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: 6-[4-[(1S)-1-[(2S)-2-amino-2,3-dihydro-1H-imidazol-4-yl]ethyl]-7-hydroxy-1H-indol-3-yl]-3-(6-bromo-1H-indol-3-yl)-1H-pyrazin-2-one
• SMILES (Canonical): CC(C1=C2C(=CNC2=C(C=C1)O)C3=CN=C(C(=O)N3)C4=CNC5=C4C=CC(=C5)Br)C6=CNC(N6)N
• SMILES (Isomeric): C[C@@H](C1=C2C(=CNC2=C(C=C1)O)C3=CN=C(C(=O)N3)C4=CNC5=C4C=CC(=C5)Br)C6=CN[C@@H](N6)N
• InChI: InChI=1S/C25H22BrN7O2/c1-11(18-9-31-25(27)33-18)13-4-5-20(34)23-21(13)16(8-29-23)19-10-30-22(24(35)32-19)15-7-28-17-6-12(26)2-3-14(15)17/h2-11,25,28-29,31,33-34H,27H2,1H3,(H,32,35)/t11-,25-/m0/s1
• InChI Key: XTUQWMCQNLFDOX-FTJNGKRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂BrN₇O₂
• Molecular Weight: 532.40 g/mol
• Exact Mass: 531.10184 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 6
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.8392	83.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3640	36.40%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8460	84.60%
P-glycoprotein inhibitior	+	0.6158	61.58%
P-glycoprotein substrate	+	0.6573	65.73%
CYP3A4 substrate	+	0.6489	64.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.5434	54.34%
CYP2C9 inhibition	-	0.5966	59.66%
CYP2C19 inhibition	-	0.5444	54.44%
CYP2D6 inhibition	-	0.8504	85.04%
CYP1A2 inhibition	+	0.7669	76.69%
CYP2C8 inhibition	+	0.6605	66.05%
CYP inhibitory promiscuity	-	0.5959	59.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8057	80.57%
Carcinogenicity (trinary)	Non-required	0.5340	53.40%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9045	90.45%
Acute Oral Toxicity (c)	III	0.6130	61.30%
Estrogen receptor binding	+	0.7020	70.20%
Androgen receptor binding	+	0.8323	83.23%
Thyroid receptor binding	+	0.6846	68.46%
Glucocorticoid receptor binding	+	0.7609	76.09%
Aromatase binding	+	0.5969	59.69%
PPAR gamma	+	0.8079	80.79%
Honey bee toxicity	-	0.6996	69.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8020	80.20%

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	99.89%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.09%	94.45%
CHEMBL213	P08588	Beta-1 adrenergic receptor	97.83%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	97.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.58%	94.75%
CHEMBL2535	P11166	Glucose transporter	95.66%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.87%	99.15%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	94.56%	96.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.05%	91.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.89%	89.62%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.82%	97.23%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	93.61%	93.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.54%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.10%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.79%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.16%	89.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.91%	95.69%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.88%	91.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.57%	85.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.51%	83.10%
CHEMBL1781	P11387	DNA topoisomerase I	87.25%	97.00%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.60%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.57%	90.71%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	86.56%	81.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.84%	88.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.46%	89.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.85%	95.71%
CHEMBL217	P14416	Dopamine D2 receptor	84.78%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.01%	90.08%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.33%	96.12%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	82.49%	93.31%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.89%	85.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.69%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.81%	92.94%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.67%	93.65%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.62%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965919
• LOTUS: LTS0044711
• wikiData: Q105341938