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

Details

• Internal ID: 73948cb9-449c-4841-bce5-0e143633fca7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,12S,15R,18S,21S)-15-[(2S)-butan-2-yl]-3-[(4-hydroxyphenyl)methyl]-12,18-bis(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• InChI: InChI=1S/C36H55N7O8/c1-7-22(6)31-35(50)41-25(15-20(2)3)32(47)38-18-29(45)37-19-30(46)39-27(17-23-10-12-24(44)13-11-23)36(51)43-14-8-9-28(43)34(49)40-26(16-21(4)5)33(48)42-31/h10-13,20-22,25-28,31,44H,7-9,14-19H2,1-6H3,(H,37,45)(H,38,47)(H,39,46)(H,40,49)(H,41,50)(H,42,48)/t22-,25-,26-,27-,28-,31+/m0/s1
• InChI Key: YOFPLKQHLAVSOC-SYPWGQDYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅N₇O₈
• Molecular Weight: 713.90 g/mol
• Exact Mass: 713.41121174 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8806	88.06%
P-glycoprotein inhibitior	+	0.7610	76.10%
P-glycoprotein substrate	+	0.8839	88.39%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.9636	96.36%
CYP2C8 inhibition	+	0.6116	61.16%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4188	41.88%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.9009	90.09%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5609	56.09%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.6167	61.67%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7342	73.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.43%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.22%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	96.66%	96.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.09%	90.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.38%	82.38%
CHEMBL3524	P56524	Histone deacetylase 4	94.80%	92.97%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	93.95%	99.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.88%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.05%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.31%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.79%	97.09%
CHEMBL4616	Q92847	Ghrelin receptor	91.34%	92.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	90.75%	94.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.34%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.99%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.83%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	88.23%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	87.52%	94.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.00%	99.18%
CHEMBL206	P03372	Estrogen receptor alpha	86.97%	97.64%
CHEMBL1902	P62942	FK506-binding protein 1A	86.69%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.47%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.07%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.90%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	84.81%	95.62%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.46%	88.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.12%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.92%	95.89%
CHEMBL4071	P08311	Cathepsin G	82.81%	94.64%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.84%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.17%	91.71%
CHEMBL2443	P49862	Kallikrein 7	80.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.21%	96.31%

Plants that contains it

• Pseudostellaria heterophylla

Cross-Links

• PubChem: 162925294
• LOTUS: LTS0249853
• wikiData: Q105351283