cyclo[Asp-Pro-Phe-Pro-Phe-Pro-Ile-Tyr]

Details

• Internal ID: 353d7aca-4296-4ac2-a058-3e5effc47188
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[(3S,6S,12S,15S,21S,24S,27S,30S)-3,12-dibenzyl-27-[(2S)-butan-2-yl]-24-[(4-hydroxyphenyl)methyl]-2,5,11,14,20,23,26,29-octaoxo-1,4,10,13,19,22,25,28-octazatetracyclo[28.3.0.06,10.015,19]tritriacontan-21-yl]acetic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)N4CCCC4C(=O)N1)CC5=CC=CC=C5)CC6=CC=CC=C6)CC(=O)O)CC7=CC=C(C=C7)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N4CCC[C@H]4C(=O)N1)CC5=CC=CC=C5)CC6=CC=CC=C6)CC(=O)O)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C52H64N8O11/c1-3-31(2)44-49(68)53-36(27-34-20-22-35(61)23-21-34)45(64)54-39(30-43(62)63)52(71)59-25-11-18-41(59)47(66)55-37(28-32-13-6-4-7-14-32)50(69)58-24-10-17-40(58)46(65)56-38(29-33-15-8-5-9-16-33)51(70)60-26-12-19-42(60)48(67)57-44/h4-9,13-16,20-23,31,36-42,44,61H,3,10-12,17-19,24-30H2,1-2H3,(H,53,68)(H,54,64)(H,55,66)(H,56,65)(H,57,67)(H,62,63)/t31-,36-,37-,38-,39-,40-,41-,42-,44-/m0/s1
• InChI Key: FIXWXXJYESHAJF-JWKPTNMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₆₄N₈O₁₁
• Molecular Weight: 977.10 g/mol
• Exact Mass: 976.46945489 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6254	62.54%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6973	69.73%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9245	92.45%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	+	0.8055	80.55%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.8998	89.98%
CYP2C19 inhibition	-	0.8142	81.42%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	-	0.9556	95.56%
CYP2C8 inhibition	+	0.4919	49.19%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6455	64.55%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6812	68.12%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5569	55.69%
skin sensitisation	-	0.9102	91.02%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4620	46.20%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.5722	57.22%
Glucocorticoid receptor binding	+	0.5473	54.73%
Aromatase binding	+	0.5452	54.52%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.8901	89.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9395	93.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	96.12%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.31%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.85%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.12%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.95%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.21%	92.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.52%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.09%	93.00%
CHEMBL3202	P48147	Prolyl endopeptidase	86.88%	90.65%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.34%	91.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.44%	90.17%
CHEMBL3524	P56524	Histone deacetylase 4	83.22%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	82.94%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.26%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.84%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.66%	95.89%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.57%	95.48%
CHEMBL217	P14416	Dopamine D2 receptor	81.11%	95.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.64%	93.03%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.04%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.03%	90.71%

Plants that contains it

• Sagina japonica

Cross-Links

• PubChem: 163049660
• LOTUS: LTS0145615
• wikiData: Q104995923