4-(2-amino-3-methylimidazol-4-yl)-2,3-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one

Details

• Internal ID: cdad2161-1401-4e5f-a1b8-cd83ca8cb505
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: 4-(2-amino-3-methylimidazol-4-yl)-2,3-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one
• SMILES (Canonical): CN1C(=CN=C1N)C2=CCNC(=O)C3=C2C(=C(N3)Br)Br
• SMILES (Isomeric): CN1C(=CN=C1N)C2=CCNC(=O)C3=C2C(=C(N3)Br)Br
• InChI: InChI=1S/C12H11Br2N5O/c1-19-6(4-17-12(19)15)5-2-3-16-11(20)9-7(5)8(13)10(14)18-9/h2,4,18H,3H2,1H3,(H2,15,17)(H,16,20)
• InChI Key: OFVTZRHCBUKTFP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁Br₂N₅O
• Molecular Weight: 401.06 g/mol
• Exact Mass: 400.93099 g/mol
• Topological Polar Surface Area (TPSA): 88.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.5925	59.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4527	45.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6371	63.71%
P-glycoprotein inhibitior	-	0.8828	88.28%
P-glycoprotein substrate	-	0.6222	62.22%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8972	89.72%
CYP3A4 inhibition	-	0.6437	64.37%
CYP2C9 inhibition	-	0.6842	68.42%
CYP2C19 inhibition	-	0.6808	68.08%
CYP2D6 inhibition	-	0.8757	87.57%
CYP1A2 inhibition	+	0.6800	68.00%
CYP2C8 inhibition	-	0.7904	79.04%
CYP inhibitory promiscuity	-	0.7647	76.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7961	79.61%
Carcinogenicity (trinary)	Non-required	0.5048	50.48%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.9767	97.67%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6022	60.22%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7065	70.65%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	+	0.7466	74.66%
Androgen receptor binding	-	0.4830	48.30%
Thyroid receptor binding	+	0.7515	75.15%
Glucocorticoid receptor binding	+	0.9346	93.46%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8060	80.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.10%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.44%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.83%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.95%	90.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.40%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	88.84%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.80%	89.34%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.80%	93.40%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.95%	88.56%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	84.11%	95.72%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.66%	91.03%
CHEMBL202	P00374	Dihydrofolate reductase	83.37%	89.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.90%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.56%	93.99%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	81.39%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.16%	94.42%
CHEMBL2535	P11166	Glucose transporter	80.73%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.69%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.55%	96.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.52%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71495033
• LOTUS: LTS0236843
• wikiData: Q105191424