4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-2-bromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one

Details

• Internal ID: f48650ee-7199-47a8-a100-b7b757128b9a
• Taxonomy: Organoheterocyclic compounds > Pyrroloazepines
• IUPAC Name: 4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-2-bromo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one
• SMILES (Canonical): C1CNC(=O)C2=C(C1=C3C(=O)N=C(N3)N)C=C(N2)Br
• SMILES (Isomeric): C1CNC(=O)C2=C(C1=C3C(=O)N=C(N3)N)C=C(N2)Br
• InChI: InChI=1S/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3,15H,1-2H2,(H,14,18)(H3,13,16,17,19)
• InChI Key: ATBAETXFFCOZOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀BrN₅O₂
• Molecular Weight: 324.13 g/mol
• Exact Mass: 323.00179 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.6097	60.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4298	42.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.9366	93.66%
P-glycoprotein substrate	-	0.6624	66.24%
CYP3A4 substrate	+	0.5063	50.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.5222	52.22%
CYP2C9 inhibition	-	0.7002	70.02%
CYP2C19 inhibition	-	0.6182	61.82%
CYP2D6 inhibition	-	0.8280	82.80%
CYP1A2 inhibition	-	0.5149	51.49%
CYP2C8 inhibition	-	0.8478	84.78%
CYP inhibitory promiscuity	-	0.8399	83.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7822	78.22%
Carcinogenicity (trinary)	Non-required	0.5778	57.78%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9900	99.00%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6161	61.61%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7200	72.00%
Acute Oral Toxicity (c)	III	0.5626	56.26%
Estrogen receptor binding	-	0.5733	57.33%
Androgen receptor binding	+	0.5865	58.65%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	+	0.7327	73.27%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.4778	47.78%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2828	P48730	Casein kinase I delta	35 nM	IC50	via Super-PRED
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	22 nM	IC50	via Super-PRED
CHEMBL4036	Q00535	Cyclin-dependent kinase 5	30 nM	IC50	via Super-PRED
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	28 nM	IC50	via Super-PRED
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	10 nM	IC50	via Super-PRED
CHEMBL4040	P28482	MAP kinase ERK2	6 nM	IC50	via Super-PRED
CHEMBL299	P17252	Protein kinase C alpha	700 nM	IC50	via Super-PRED
CHEMBL2527	O96017	Serine/threonine-protein kinase Chk2	42 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.04%	85.30%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	88.84%	95.20%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	88.78%	88.84%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	87.37%	96.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.19%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.27%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.73%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	84.08%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	84.06%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.99%	93.40%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.35%	93.04%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.51%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.49%	89.34%
CHEMBL3384	Q16512	Protein kinase N1	80.43%	80.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.22%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.17%	86.00%

Plants that contains it

• Leiboldia serrata
• Marah fabacea

Cross-Links

• PubChem: 122778
• NPASS: NPC291018
• LOTUS: LTS0157501
• wikiData: Q104918258