cyclo[Gly-Gly-Tyr-D-Leu-Pro-Pro-D-Leu-Ser]

Details

• Internal ID: 74534fa3-43b2-457b-a19d-bc20430f1d94
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9R,12S,21S,24R,27S)-21-(hydroxymethyl)-12-[(4-hydroxyphenyl)methyl]-9,24-bis(2-methylpropyl)-1,7,10,13,16,19,22,25-octazatricyclo[25.3.0.03,7]triacontane-2,8,11,14,17,20,23,26-octone
• InChI: InChI=1S/C38H56N8O10/c1-21(2)15-25-34(52)44-28(20-47)33(51)40-18-31(49)39-19-32(50)41-26(17-23-9-11-24(48)12-10-23)35(53)43-27(16-22(3)4)37(55)46-14-6-8-30(46)38(56)45-13-5-7-29(45)36(54)42-25/h9-12,21-22,25-30,47-48H,5-8,13-20H2,1-4H3,(H,39,49)(H,40,51)(H,41,50)(H,42,54)(H,43,53)(H,44,52)/t25-,26+,27-,28+,29+,30+/m1/s1
• InChI Key: GWFKESLZYSHOCR-DYXWLRBRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆N₈O₁₀
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.41194001 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8700	87.00%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	+	0.5608	56.08%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8945	89.45%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.8759	87.59%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.9537	95.37%
CYP2C9 inhibition	-	0.9500	95.00%
CYP2C19 inhibition	-	0.9170	91.70%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.9638	96.38%
CYP2C8 inhibition	+	0.5741	57.41%
CYP inhibitory promiscuity	-	0.9716	97.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.6591	65.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4693	46.93%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5604	56.04%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5473	54.73%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	+	0.7997	79.97%
Androgen receptor binding	+	0.7147	71.47%
Thyroid receptor binding	-	0.4880	48.80%
Glucocorticoid receptor binding	-	0.4662	46.62%
Aromatase binding	+	0.6149	61.49%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.8297	82.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4548	45.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	97.42%	92.97%
CHEMBL4040	P28482	MAP kinase ERK2	97.33%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.38%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.71%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.45%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.05%	90.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	94.83%	96.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.89%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.34%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.20%	82.38%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.54%	99.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.54%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.40%	97.64%
CHEMBL1902	P62942	FK506-binding protein 1A	88.38%	97.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.37%	90.71%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	87.67%	94.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.08%	85.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.47%	97.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.04%	88.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.51%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.64%	99.18%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.41%	89.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.31%	91.03%
CHEMBL4071	P08311	Cathepsin G	81.22%	94.64%
CHEMBL4616	Q92847	Ghrelin receptor	80.86%	92.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.29%	96.90%

Plants that contains it

• Pseudostellaria heterophylla

Cross-Links

• PubChem: 163190951
• LOTUS: LTS0230205
• wikiData: Q105022296