Arg-Trp-Ser-Tyr

Details

• Internal ID: 5a708354-dab4-458a-a9e4-8893dcf0511b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)CC(C(=O)NC(CO)C(=O)NC(CC3=CC=C(C=C3)O)C(=O)O)NC(=O)C(CCCN=C(N)N)N
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)N
• InChI: InChI=1S/C29H38N8O7/c30-20(5-3-11-33-29(31)32)25(40)35-22(13-17-14-34-21-6-2-1-4-19(17)21)26(41)37-24(15-38)27(42)36-23(28(43)44)12-16-7-9-18(39)10-8-16/h1-2,4,6-10,14,20,22-24,34,38-39H,3,5,11-13,15,30H2,(H,35,40)(H,36,42)(H,37,41)(H,43,44)(H4,31,32,33)/t20-,22-,23-,24-/m0/s1
• InChI Key: YIPPLTJOZWIWIK-BIHRQFPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈N₈O₇
• Molecular Weight: 610.70 g/mol
• Exact Mass: 610.28634558 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -1.43
• H-Bond Acceptor: 8
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• RWSY
• R-W-S-Y
• L-Arg-L-Trp-L-Ser-L-Tyr
• CHEBI:73405
• L-arginyl-L-tryptophyl-L-seryl-L-tyrosine
• Q27140495

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9062	90.62%
Caco-2	-	0.9191	91.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4254	42.54%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8009	80.09%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9027	90.27%
P-glycoprotein inhibitior	+	0.7112	71.12%
P-glycoprotein substrate	+	0.6662	66.62%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7833	78.33%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.8347	83.47%
CYP1A2 inhibition	-	0.7501	75.01%
CYP2C8 inhibition	+	0.6149	61.49%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9480	94.80%
Skin irritation	-	0.7826	78.26%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4793	47.93%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7079	70.79%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.5894	58.94%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.6007	60.07%
Aromatase binding	+	0.5341	53.41%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7449	74.49%
Fish aquatic toxicity	-	0.7709	77.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	99.59%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.55%	91.11%
CHEMBL3837	P07711	Cathepsin L	98.99%	96.61%
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.42%	91.81%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.86%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.21%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL2535	P11166	Glucose transporter	94.52%	98.75%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.49%	97.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.04%	91.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	92.93%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.65%	93.10%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.48%	92.29%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	91.98%	82.86%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.87%	94.23%
CHEMBL2514	O95665	Neurotensin receptor 2	91.13%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.83%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.66%	94.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.66%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.51%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	89.26%	83.82%
CHEMBL1293287	P14735	Insulin-degrading enzyme	89.07%	88.10%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.51%	96.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.66%	97.64%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.82%	88.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.48%	97.21%
CHEMBL4644	P41968	Melanocortin receptor 3	85.91%	99.52%
CHEMBL259	P32245	Melanocortin receptor 4	85.88%	95.38%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	85.69%	96.67%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.45%	97.53%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	84.96%	98.33%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.16%	96.28%
CHEMBL233	P35372	Mu opioid receptor	83.94%	97.93%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.32%	97.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.95%	93.56%
CHEMBL4608	P33032	Melanocortin receptor 5	81.16%	97.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.84%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71464611
• LOTUS: LTS0062852
• wikiData: Q27140495