cyclo[Gly-aThr-D-Leu-Pro-Ser-Pro-D-Phe-Ile]

Details

• Internal ID: 91dc4191-f6b7-4f29-b579-5dde676724cd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,12R,15S,21S,24R,27S)-24-benzyl-21-[(2S)-butan-2-yl]-15-[(1S)-1-hydroxyethyl]-3-(hydroxymethyl)-12-(2-methylpropyl)-1,4,10,13,16,19,22,25-octazatricyclo[25.3.0.06,10]triacontane-2,5,11,14,17,20,23,26-octone
• InChI: InChI=1S/C40H60N8O10/c1-6-23(4)32-37(55)41-20-31(51)45-33(24(5)50)38(56)43-27(18-22(2)3)39(57)47-16-10-15-30(47)36(54)44-28(21-49)40(58)48-17-11-14-29(48)35(53)42-26(34(52)46-32)19-25-12-8-7-9-13-25/h7-9,12-13,22-24,26-30,32-33,49-50H,6,10-11,14-21H2,1-5H3,(H,41,55)(H,42,53)(H,43,56)(H,44,54)(H,45,51)(H,46,52)/t23-,24-,26+,27+,28-,29-,30-,32-,33-/m0/s1
• InChI Key: DMYJZVRHFLZDGW-KFWPXYHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀N₈O₁₀
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.44324014 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8907	89.07%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6309	63.09%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8316	83.16%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	+	0.8605	86.05%
CYP3A4 substrate	+	0.6563	65.63%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.7803	78.03%
CYP3A4 inhibition	-	0.9464	94.64%
CYP2C9 inhibition	-	0.9383	93.83%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.9576	95.76%
CYP2C8 inhibition	-	0.5620	56.20%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6566	65.66%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.7884	78.84%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.7208	72.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8926	89.26%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5341	53.41%
Acute Oral Toxicity (c)	III	0.5791	57.91%
Estrogen receptor binding	+	0.8201	82.01%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.5221	52.21%
Glucocorticoid receptor binding	+	0.5378	53.78%
Aromatase binding	+	0.5782	57.82%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4521	45.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	97.40%	92.97%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.92%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL4071	P08311	Cathepsin G	93.71%	94.64%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.31%	82.38%
CHEMBL221	P23219	Cyclooxygenase-1	92.14%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL4447	Q9Y337	Kallikrein 5	91.29%	87.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.50%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.48%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.70%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.44%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL2443	P49862	Kallikrein 7	89.00%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.19%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.68%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	87.46%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.14%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.06%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.27%	93.03%
CHEMBL226	P30542	Adenosine A1 receptor	85.69%	95.93%
CHEMBL3202	P48147	Prolyl endopeptidase	83.97%	90.65%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.97%	96.31%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.78%	99.18%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.81%	99.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.13%	90.71%

Plants that contains it

• Pseudostellaria heterophylla
• Stellaria palustris

Cross-Links

• PubChem: 163188846
• LOTUS: LTS0248283
• wikiData: Q104985398