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

Details

• Internal ID: 4401fa51-ba38-436b-8777-39d4e0af9e9a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,27S)-12-(hydroxymethyl)-3,6,9-tris[(4-hydroxyphenyl)methyl]-15-(2-methylpropyl)-18-propan-2-yl-1,4,7,10,13,16,19,22,25-nonazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NCC(=O)NC(C(=O)N1)C(C)C)CC3=CC=C(C=C3)O)CC4=CC=C(C=C4)O)CC5=CC=C(C=C5)O)CO
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N1)C(C)C)CC3=CC=C(C=C3)O)CC4=CC=C(C=C4)O)CC5=CC=C(C=C5)O)CO
• InChI: InChI=1S/C50H65N9O13/c1-27(2)20-35-44(66)57-39(26-60)47(69)54-36(21-29-7-13-32(61)14-8-29)45(67)53-37(22-30-9-15-33(62)16-10-30)46(68)56-38(23-31-11-17-34(63)18-12-31)50(72)59-19-5-6-40(59)48(70)52-24-41(64)51-25-42(65)58-43(28(3)4)49(71)55-35/h7-18,27-28,35-40,43,60-63H,5-6,19-26H2,1-4H3,(H,51,64)(H,52,70)(H,53,67)(H,54,69)(H,55,71)(H,56,68)(H,57,66)(H,58,65)/t35-,36-,37-,38-,39-,40-,43-/m0/s1
• InChI Key: UJEMFVIJLNQIEH-GSCWUVFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₅N₉O₁₃
• Molecular Weight: 1000.10 g/mol
• Exact Mass: 999.47018316 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 13
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8709	87.09%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8899	88.99%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	+	0.8803	88.03%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.8780	87.80%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	-	0.9725	97.25%
CYP2C8 inhibition	+	0.5773	57.73%
CYP inhibitory promiscuity	-	0.9409	94.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7047	70.47%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6104	61.04%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4619	46.19%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.6787	67.87%
Thyroid receptor binding	+	0.5334	53.34%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	+	0.5721	57.21%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8084	80.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.00%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	97.27%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.19%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	96.61%	96.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.86%	90.93%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	94.90%	99.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.88%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.67%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.77%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.86%	88.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.55%	95.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.13%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.11%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	88.10%	94.75%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	87.99%	94.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.80%	97.64%
CHEMBL1902	P62942	FK506-binding protein 1A	87.47%	97.05%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.53%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.10%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.97%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.96%	97.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.37%	85.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.07%	93.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.02%	99.18%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.87%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.51%	91.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.48%	96.90%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 15427683
• LOTUS: LTS0082816
• wikiData: Q105273899