N-[2-(5-bromo-1H-indol-3-yl)ethenyl]-4-butan-2-yl-5-oxo-2-propan-2-yl-1H-imidazole-2-carboxamide

Details

• Internal ID: c477899a-47af-4a01-a548-e240516de950
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: N-[2-(5-bromo-1H-indol-3-yl)ethenyl]-4-butan-2-yl-5-oxo-2-propan-2-yl-1H-imidazole-2-carboxamide
• SMILES (Canonical): CCC(C)C1=NC(NC1=O)(C(C)C)C(=O)NC=CC2=CNC3=C2C=C(C=C3)Br
• SMILES (Isomeric): CCC(C)C1=NC(NC1=O)(C(C)C)C(=O)NC=CC2=CNC3=C2C=C(C=C3)Br
• InChI: InChI=1S/C21H25BrN4O2/c1-5-13(4)18-19(27)26-21(25-18,12(2)3)20(28)23-9-8-14-11-24-17-7-6-15(22)10-16(14)17/h6-13,24H,5H2,1-4H3,(H,23,28)(H,26,27)
• InChI Key: JAJNSMHHDOZHAF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅BrN₄O₂
• Molecular Weight: 445.40 g/mol
• Exact Mass: 444.11609 g/mol
• Topological Polar Surface Area (TPSA): 86.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.5916	59.16%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4487	44.87%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8067	80.67%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9693	96.93%
P-glycoprotein inhibitior	-	0.4645	46.45%
P-glycoprotein substrate	+	0.5363	53.63%
CYP3A4 substrate	+	0.5798	57.98%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.5574	55.74%
CYP2C9 inhibition	-	0.6052	60.52%
CYP2C19 inhibition	+	0.5337	53.37%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	+	0.5802	58.02%
CYP2C8 inhibition	-	0.5955	59.55%
CYP inhibitory promiscuity	+	0.7514	75.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7904	79.04%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9918	99.18%
Skin irritation	-	0.7900	79.00%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8893	88.93%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6969	69.69%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.6451	64.51%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	+	0.7967	79.67%
Glucocorticoid receptor binding	+	0.7045	70.45%
Aromatase binding	+	0.6051	60.51%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9623	96.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.85%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.15%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL202	P00374	Dihydrofolate reductase	92.70%	89.92%
CHEMBL1829	O15379	Histone deacetylase 3	91.87%	95.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.28%	95.71%
CHEMBL2535	P11166	Glucose transporter	90.23%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.07%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.61%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.48%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.00%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.86%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.37%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	85.45%	96.11%
CHEMBL1781	P11387	DNA topoisomerase I	83.72%	97.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.88%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.34%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.38%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.62%	83.10%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.17%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85147907
• LOTUS: LTS0128832
• wikiData: Q105123791