(4R)-4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one

Details

• Internal ID: 19ac54aa-4824-47ff-8f2e-497f6d7f693c
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: (4R)-4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one
• SMILES (Canonical): C1CNC(=O)C2=C(C1C3=CN=C(N3)N)C(=C(N2)Br)Br
• SMILES (Isomeric): C1CNC(=O)C2=C([C@@H]1C3=CN=C(N3)N)C(=C(N2)Br)Br
• InChI: InChI=1S/C11H11Br2N5O/c12-7-6-4(5-3-16-11(14)17-5)1-2-15-10(19)8(6)18-9(7)13/h3-4,18H,1-2H2,(H,15,19)(H3,14,16,17)/t4-/m0/s1
• InChI Key: MRMGABUTBNWSLA-BYPYZUCNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁Br₂N₅O
• Molecular Weight: 389.05 g/mol
• Exact Mass: 388.93099 g/mol
• Topological Polar Surface Area (TPSA): 99.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	-	0.7399	73.99%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Nucleus	0.4985	49.85%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7517	75.17%
P-glycoprotein inhibitior	-	0.9131	91.31%
P-glycoprotein substrate	-	0.6673	66.73%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.6955	69.55%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	-	0.6606	66.06%
CYP2D6 inhibition	-	0.8226	82.26%
CYP1A2 inhibition	+	0.5962	59.62%
CYP2C8 inhibition	-	0.7534	75.34%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8022	80.22%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9870	98.70%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.5539	55.39%
Estrogen receptor binding	+	0.5885	58.85%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	+	0.7025	70.25%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	-	0.5215	52.15%
PPAR gamma	+	0.7826	78.26%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.6173	61.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.81%	83.82%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	97.23%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.22%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	91.78%	95.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.78%	86.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.66%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.09%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.91%	92.94%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.71%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.42%	88.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.87%	91.03%
CHEMBL325	Q13547	Histone deacetylase 1	85.80%	95.92%
CHEMBL3384	Q16512	Protein kinase N1	84.86%	80.71%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	83.39%	88.84%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.85%	92.88%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	82.59%	95.72%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.55%	93.00%
CHEMBL4598	Q13043	Serine/threonine-protein kinase MST1	82.18%	96.64%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.45%	98.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.52%	97.53%
CHEMBL228	P31645	Serotonin transporter	80.22%	95.51%

Plants that contains it

• Leiboldia serrata
• Marah fabacea

Cross-Links

• PubChem: 25774437
• NPASS: NPC59443
• LOTUS: LTS0085173
• wikiData: Q105170702