2-[[2-amino-3-(1H-imidazol-4-yl)propanoyl]amino]-N-[2-[[(E)-2-(6-bromo-1H-indol-3-yl)vinyl]amino]-2-oxo-ethyl]-3-(3,4-dihydroxyphenyl)propanamide

Details

• Internal ID: f5096dc7-4c95-462a-97f5-9c1143c03f76
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-N-[2-[[(E)-2-(6-bromo-1H-indol-3-yl)ethenyl]amino]-2-oxoethyl]-3-(3,4-dihydroxyphenyl)propanamide
• InChI: InChI=1S/C27H28BrN7O5/c28-17-2-3-19-16(11-32-21(19)9-17)5-6-31-25(38)13-33-27(40)22(7-15-1-4-23(36)24(37)8-15)35-26(39)20(29)10-18-12-30-14-34-18/h1-6,8-9,11-12,14,20,22,32,36-37H,7,10,13,29H2,(H,30,34)(H,31,38)(H,33,40)(H,35,39)/b6-5+
• InChI Key: CPVIHXZWYJGUHZ-AATRIKPKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈BrN₇O₅
• Molecular Weight: 610.50 g/mol
• Exact Mass: 609.13353 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 7
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

• 2-[[2-amino-3-(1H-imidazol-4-yl)propanoyl]amino]-N-[2-[[(E)-2-(6-bromo-1H-indol-3-yl)vinyl]amino]-2-oxo-ethyl]-3-(3,4-dihydroxyphenyl)propanamide
• 2-Amino-N-(2-((2-((2-(6-bromo-1H-indol-3-yl)vinyl)amino)-2-oxoethyl)amino)-1-(3,4-dihydroxybenzyl)-2-oxoethyl)-3-(1H-imidazol-4-yl)propanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	-	0.9163	91.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3805	38.05%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.6875	68.75%
P-glycoprotein substrate	+	0.6299	62.99%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8107	81.07%
CYP3A4 inhibition	-	0.5435	54.35%
CYP2C9 inhibition	-	0.6399	63.99%
CYP2C19 inhibition	-	0.6604	66.04%
CYP2D6 inhibition	-	0.8411	84.11%
CYP1A2 inhibition	-	0.6626	66.26%
CYP2C8 inhibition	+	0.7984	79.84%
CYP inhibitory promiscuity	+	0.5958	59.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5373	53.73%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4796	47.96%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9398	93.98%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	+	0.7124	71.24%
Androgen receptor binding	+	0.7925	79.25%
Thyroid receptor binding	+	0.5787	57.87%
Glucocorticoid receptor binding	+	0.5904	59.04%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.7286	72.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6441	64.41%
Fish aquatic toxicity	+	0.7445	74.45%

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	99.59%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.59%	97.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	97.84%	91.38%
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	97.11%	92.29%
CHEMBL1255126	O15151	Protein Mdm4	96.27%	90.20%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	95.66%	96.28%
CHEMBL2535	P11166	Glucose transporter	95.12%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.41%	91.49%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.33%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.52%	97.21%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.38%	92.88%
CHEMBL221	P23219	Cyclooxygenase-1	91.14%	90.17%
CHEMBL236	P41143	Delta opioid receptor	90.48%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.87%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.13%	89.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.66%	98.33%
CHEMBL230	P35354	Cyclooxygenase-2	88.52%	89.63%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	87.85%	82.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.74%	99.15%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.73%	96.90%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.56%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.48%	96.95%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	85.38%	88.00%
CHEMBL4208	P20618	Proteasome component C5	85.12%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.82%	96.00%
CHEMBL3959	P16083	Quinone reductase 2	84.81%	89.49%
CHEMBL1781	P11387	DNA topoisomerase I	83.61%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.95%	89.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.58%	97.64%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.14%	90.24%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.04%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5926075
• LOTUS: LTS0110575
• wikiData: Q104967799