Coscinamide A

Details

• Internal ID: 3fab4c6f-cb85-4885-864e-5a770aad2ac0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: N-[(E)-2-(6-bromo-1H-indol-3-yl)ethenyl]-2-(1H-indol-3-yl)-2-oxoacetamide
• InChI: InChI=1S/C20H14BrN3O2/c21-13-5-6-14-12(10-23-18(14)9-13)7-8-22-20(26)19(25)16-11-24-17-4-2-1-3-15(16)17/h1-11,23-24H,(H,22,26)/b8-7+
• InChI Key: CNFDLPADVYGTJH-BQYQJAHWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄BrN₃O₂
• Molecular Weight: 408.20 g/mol
• Exact Mass: 407.02694 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• NSC719974
• CHEMBL4167183
• NSC-719974

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.6854	68.54%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4501	45.01%
OATP2B1 inhibitior	-	0.5797	57.97%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9409	94.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8166	81.66%
P-glycoprotein inhibitior	-	0.6485	64.85%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	+	0.5710	57.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	+	0.5145	51.45%
CYP2C9 inhibition	-	0.5686	56.86%
CYP2C19 inhibition	+	0.6240	62.40%
CYP2D6 inhibition	-	0.8084	80.84%
CYP1A2 inhibition	+	0.8255	82.55%
CYP2C8 inhibition	+	0.5811	58.11%
CYP inhibitory promiscuity	+	0.9226	92.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7472	74.72%
Carcinogenicity (trinary)	Non-required	0.4536	45.36%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4188	41.88%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5197	51.97%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	III	0.6122	61.22%
Estrogen receptor binding	+	0.8873	88.73%
Androgen receptor binding	+	0.7948	79.48%
Thyroid receptor binding	-	0.5063	50.63%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.7458	74.58%
PPAR gamma	+	0.7816	78.16%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7457	74.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.35%	94.73%
CHEMBL2535	P11166	Glucose transporter	90.21%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.26%	90.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	87.41%	81.14%
CHEMBL2581	P07339	Cathepsin D	84.96%	98.95%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	84.78%	96.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.52%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.17%	95.56%
CHEMBL240	Q12809	HERG	83.16%	89.76%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.81%	93.03%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.38%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.27%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5352103
• LOTUS: LTS0006791
• wikiData: Q104965699