4-amino-10-[5-(6-bromo-1H-indol-3-yl)-6-oxo-1H-pyrazin-2-yl]-1-hydroxy-7-methyl-3,5,12-triazatetracyclo[6.6.1.02,6.09,13]pentadeca-2(6),3,9(13),10-tetraen-14-one

Details

• Internal ID: fa0414c7-c294-427b-b3cc-c80aad5f2f0d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 4-amino-10-[5-(6-bromo-1H-indol-3-yl)-6-oxo-1H-pyrazin-2-yl]-1-hydroxy-7-methyl-3,5,12-triazatetracyclo[6.6.1.02,6.09,13]pentadeca-2(6),3,9(13),10-tetraen-14-one
• SMILES (Canonical): CC1C2CC(C3=C1NC(=N3)N)(C(=O)C4=C2C(=CN4)C5=CN=C(C(=O)N5)C6=CNC7=C6C=CC(=C7)Br)O
• SMILES (Isomeric): CC1C2CC(C3=C1NC(=N3)N)(C(=O)C4=C2C(=CN4)C5=CN=C(C(=O)N5)C6=CNC7=C6C=CC(=C7)Br)O
• InChI: InChI=1S/C25H20BrN7O3/c1-9-12-5-25(36,21-18(9)32-24(27)33-21)22(34)20-17(12)14(7-29-20)16-8-30-19(23(35)31-16)13-6-28-15-4-10(26)2-3-11(13)15/h2-4,6-9,12,28-29,36H,5H2,1H3,(H,31,35)(H3,27,32,33)
• InChI Key: DCPFQRFLBCNBTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₀BrN₇O₃
• Molecular Weight: 546.40 g/mol
• Exact Mass: 545.08110 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4603	46.03%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9467	94.67%
P-glycoprotein inhibitior	+	0.6192	61.92%
P-glycoprotein substrate	+	0.7203	72.03%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8787	87.87%
CYP2C9 inhibition	-	0.7154	71.54%
CYP2C19 inhibition	-	0.7181	71.81%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.6616	66.16%
CYP2C8 inhibition	+	0.6602	66.02%
CYP inhibitory promiscuity	-	0.7660	76.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7957	79.57%
Carcinogenicity (trinary)	Danger	0.4165	41.65%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9553	95.53%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8588	85.88%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	+	0.7378	73.78%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.6955	69.55%
Aromatase binding	+	0.7459	74.59%
PPAR gamma	+	0.6636	66.36%
Honey bee toxicity	-	0.7843	78.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7123	71.23%

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	99.45%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	98.02%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.24%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.38%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.11%	97.09%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	93.65%	96.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.42%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.24%	83.82%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.97%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.56%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.08%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.74%	100.00%
CHEMBL2535	P11166	Glucose transporter	90.36%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL4581	P52732	Kinesin-like protein 1	89.70%	93.18%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.13%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.24%	95.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.34%	96.67%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.84%	96.39%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	85.66%	93.24%
CHEMBL217	P14416	Dopamine D2 receptor	85.44%	95.62%
CHEMBL255	P29275	Adenosine A2b receptor	85.12%	98.59%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.98%	96.12%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.60%	88.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.99%	95.56%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	82.04%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.93%	95.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.65%	93.65%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.46%	98.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9872177
• LOTUS: LTS0099263
• wikiData: Q104975761