cyclo[Arg-Phe-Pro-Gly-Ile-Ser-Phe]

Details

• Internal ID: b7600dca-d310-4b7f-9a0b-35c1b0a7fc13
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[3-[(3S,6S,9S,12S,15S,21S)-3,9-dibenzyl-15-[(2S)-butan-2-yl]-12-(hydroxymethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosan-6-yl]propyl]guanidine
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N1)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CC=CC=C4)CO
• SMILES (Isomeric): CC[C@H](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)N1)CC3=CC=CC=C3)CCCN=C(N)N)CC4=CC=CC=C4)CO
• InChI: InChI=1S/C40H56N10O8/c1-3-24(2)33-38(57)48-30(23-51)36(55)46-28(20-25-12-6-4-7-13-25)35(54)45-27(16-10-18-43-40(41)42)34(53)47-29(21-26-14-8-5-9-15-26)39(58)50-19-11-17-31(50)37(56)44-22-32(52)49-33/h4-9,12-15,24,27-31,33,51H,3,10-11,16-23H2,1-2H3,(H,44,56)(H,45,54)(H,46,55)(H,47,53)(H,48,57)(H,49,52)(H4,41,42,43)/t24-,27-,28-,29-,30-,31-,33-/m0/s1
• InChI Key: LCGLILGGULDOIK-YHAIKQLXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆N₁₀O₈
• Molecular Weight: 804.90 g/mol
• Exact Mass: 804.42825878 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8928	89.28%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4457	44.57%
OATP2B1 inhibitior	+	0.5555	55.55%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9297	92.97%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	+	0.8699	86.99%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7850	78.50%
CYP3A4 inhibition	-	0.9352	93.52%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.8751	87.51%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.9153	91.53%
CYP2C8 inhibition	+	0.5470	54.70%
CYP inhibitory promiscuity	-	0.9933	99.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	-	0.6128	61.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3849	38.49%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6161	61.61%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6534	65.34%
Acute Oral Toxicity (c)	III	0.5817	58.17%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.5266	52.66%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	+	0.5565	55.65%
Aromatase binding	+	0.5662	56.62%
PPAR gamma	+	0.7478	74.78%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7773	77.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.46%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.75%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.35%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL4071	P08311	Cathepsin G	94.71%	94.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.61%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	91.34%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.38%	93.00%
CHEMBL2443	P49862	Kallikrein 7	90.10%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.93%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.54%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.84%	90.71%
CHEMBL1902	P62942	FK506-binding protein 1A	88.48%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.27%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.67%	82.38%
CHEMBL4447	Q9Y337	Kallikrein 5	85.63%	87.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.34%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.91%	100.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.84%	90.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.75%	99.18%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.18%	97.25%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.81%	95.48%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.14%	97.14%

Plants that contains it

• Stellaria yunnanensis

Cross-Links

• PubChem: 101986179
• LOTUS: LTS0011296
• wikiData: Q105149817