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

Details

• Internal ID: de7fe599-1381-489d-9065-fc97b219322d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9R,18S,21S,24R,30S,39S,42S,45S)-18,21-bis[(4-hydroxyphenyl)methyl]-39,42-bis(2-methylpropyl)-1,7,13,16,19,22,28,34,37,40,43-undecazahexacyclo[43.3.0.03,7.09,13.024,28.030,34]octatetracontane-2,8,14,17,20,23,29,35,38,41,44-undecone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NCC(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NCC(=O)N4CCCC4C(=O)N5CCCC5C(=O)N6CCCC6C(=O)N1)CC7=CC=C(C=C7)O)CC8=CC=C(C=C8)O)CC(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N2CCC[C@H]2C(=O)N3CCC[C@@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N4CCC[C@@H]4C(=O)N5CCC[C@H]5C(=O)N6CCC[C@H]6C(=O)N1)CC7=CC=C(C=C7)O)CC8=CC=C(C=C8)O)CC(C)C
• InChI: InChI=1S/C59H81N11O13/c1-34(2)28-40-51(75)60-32-49(73)66-23-7-12-46(66)57(81)68-25-5-11-45(68)56(80)65-43(31-37-17-21-39(72)22-18-37)54(78)63-42(30-36-15-19-38(71)20-16-36)52(76)61-33-50(74)67-24-8-13-47(67)58(82)70-27-9-14-48(70)59(83)69-26-6-10-44(69)55(79)64-41(29-35(3)4)53(77)62-40/h15-22,34-35,40-48,71-72H,5-14,23-33H2,1-4H3,(H,60,75)(H,61,76)(H,62,77)(H,63,78)(H,64,79)(H,65,80)/t40-,41-,42-,43-,44-,45+,46-,47+,48-/m0/s1
• InChI Key: LUILHQPREAQVFS-CTUOSLNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₈₁N₁₁O₁₃
• Molecular Weight: 1152.30 g/mol
• Exact Mass: 1151.60153168 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 13
• 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	+	0.8775	87.75%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7564	75.64%
BSEP inhibitior	+	0.9559	95.59%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.8557	85.57%
CYP3A4 substrate	+	0.6338	63.38%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7566	75.66%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.7021	70.21%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.9824	98.24%
CYP2C8 inhibition	+	0.4806	48.06%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6453	64.53%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7931	79.31%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6518	65.18%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7349	73.49%
Acute Oral Toxicity (c)	III	0.6825	68.25%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.7675	76.75%
Thyroid receptor binding	+	0.5523	55.23%
Glucocorticoid receptor binding	+	0.6165	61.65%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7446	74.46%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8729	87.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.56%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.24%	90.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.08%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.75%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	94.65%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.59%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	92.02%	97.05%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.74%	96.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.54%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.98%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	86.72%	99.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.38%	99.18%
CHEMBL4616	Q92847	Ghrelin receptor	84.84%	92.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.75%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.42%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.40%	85.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	84.25%	94.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.33%	93.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.29%	88.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.46%	91.03%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.44%	91.76%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.38%	100.00%

Plants that contains it

• Stellaria delavayi

Cross-Links

• PubChem: 162850254
• LOTUS: LTS0161881
• wikiData: Q105157457