Tyr-Ala-Leu-Pro-His-Ala

Details

• Internal ID: 77805610-0695-4545-8c71-6a3aaae86be0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-4-methylpentanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]propanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)N1CCCC1C(=O)NC(CC2=CN=CN2)C(=O)NC(C)C(=O)O)NC(=O)C(C)NC(=O)C(CC3=CC=C(C=C3)O)N
• SMILES (Isomeric): C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC2=CN=CN2)C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CC3=CC=C(C=C3)O)N
• InChI: InChI=1S/C32H46N8O8/c1-17(2)12-25(39-27(42)18(3)36-28(43)23(33)13-20-7-9-22(41)10-8-20)31(46)40-11-5-6-26(40)30(45)38-24(14-21-15-34-16-35-21)29(44)37-19(4)32(47)48/h7-10,15-19,23-26,41H,5-6,11-14,33H2,1-4H3,(H,34,35)(H,36,43)(H,37,44)(H,38,45)(H,39,42)(H,47,48)/t18-,19-,23-,24-,25-,26-/m0/s1
• InChI Key: KHUGCVPFJKGJAB-AEVZMIFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆N₈O₈
• Molecular Weight: 670.80 g/mol
• Exact Mass: 670.34386046 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6377	63.77%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5135	51.35%
OATP2B1 inhibitior	+	0.5654	56.54%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9809	98.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8465	84.65%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.8214	82.14%
CYP3A4 substrate	+	0.6853	68.53%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	-	0.7397	73.97%
CYP2C9 inhibition	-	0.8139	81.39%
CYP2C19 inhibition	-	0.7959	79.59%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.6236	62.36%
CYP inhibitory promiscuity	-	0.8042	80.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6629	66.29%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9151	91.51%
Acute Oral Toxicity (c)	III	0.6157	61.57%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.6407	64.07%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.6134	61.34%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7448	74.48%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6441	64.41%
Fish aquatic toxicity	+	0.9100	91.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.23%	93.10%
CHEMBL3837	P07711	Cathepsin L	99.18%	96.61%
CHEMBL230	P35354	Cyclooxygenase-2	98.26%	89.63%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.08%	97.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.84%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	97.80%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.06%	97.64%
CHEMBL1255126	O15151	Protein Mdm4	96.72%	90.20%
CHEMBL237	P41145	Kappa opioid receptor	96.35%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.13%	93.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.97%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.82%	94.45%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	94.72%	92.80%
CHEMBL236	P41143	Delta opioid receptor	94.07%	99.35%
CHEMBL249	P25103	Neurokinin 1 receptor	93.71%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.07%	95.89%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.60%	98.24%
CHEMBL4123	P30989	Neurotensin receptor 1	91.67%	96.67%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.13%	100.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	90.95%	93.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.54%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.44%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.66%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	89.37%	85.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.38%	91.38%
CHEMBL221	P23219	Cyclooxygenase-1	88.26%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.72%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.34%	88.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.79%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.16%	91.19%
CHEMBL2535	P11166	Glucose transporter	83.71%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.58%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.11%	82.69%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.98%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.67%	99.17%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.06%	82.86%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.02%	96.03%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.07%	83.10%

Plants that contains it

• Rhodiola semenovii

Cross-Links

• PubChem: 101993217
• NPASS: NPC179219