cyclo[Gly-Gly-Ser-Ser-Ile-Trp-Pro]

Details

• Internal ID: 11d48eaf-b9b2-4aba-b466-cdaf3e366010
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,21S)-6-[(2S)-butan-2-yl]-9,12-bis(hydroxymethyl)-3-(1H-indol-3-ylmethyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• InChI: InChI=1S/C32H44N8O9/c1-3-17(2)27-31(48)37-21(11-18-12-33-20-8-5-4-7-19(18)20)32(49)40-10-6-9-24(40)30(47)35-13-25(43)34-14-26(44)36-22(15-41)28(45)38-23(16-42)29(46)39-27/h4-5,7-8,12,17,21-24,27,33,41-42H,3,6,9-11,13-16H2,1-2H3,(H,34,43)(H,35,47)(H,36,44)(H,37,48)(H,38,45)(H,39,46)/t17-,21-,22-,23-,24-,27-/m0/s1
• InChI Key: ISDVIJCEPBQNDS-IIFQFWMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄N₈O₉
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.32312501 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -3.08
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9355	93.55%
Caco-2	-	0.8963	89.63%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	+	0.5518	55.18%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.8080	80.80%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9532	95.32%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8155	81.55%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.9458	94.58%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.9261	92.61%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	+	0.4495	44.95%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6948	69.48%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5425	54.25%
Acute Oral Toxicity (c)	III	0.5599	55.99%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	-	0.5179	51.79%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.6703	67.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.91%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.80%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.73%	88.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.75%	97.64%
CHEMBL3524	P56524	Histone deacetylase 4	94.40%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	93.02%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	92.94%	94.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	92.54%	96.39%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.12%	92.12%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.32%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL2443	P49862	Kallikrein 7	90.37%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.32%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.07%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.35%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.91%	93.03%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.54%	96.69%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.87%	95.83%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	86.18%	99.09%
CHEMBL255	P29275	Adenosine A2b receptor	84.68%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.93%	94.66%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.61%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	83.52%	95.62%
CHEMBL4071	P08311	Cathepsin G	83.51%	94.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.11%	99.18%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.98%	92.67%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	81.70%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.70%	89.62%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.57%	83.10%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.28%	82.38%

Plants that contains it

• Gypsophila arabica

Cross-Links

• PubChem: 163104466
• LOTUS: LTS0173385
• wikiData: Q105119448