cyclo[Phe-Tyr-Ser-Val-Pro-Tyr-Pro-Pro]

Details

• Internal ID: 21b6f18b-3928-4949-ace2-b6dba4efc629
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9S,12S,18S,21S,24S,27S,30S)-27-benzyl-21-(hydroxymethyl)-9,24-bis[(4-hydroxyphenyl)methyl]-18-propan-2-yl-1,7,10,16,19,22,25,28-octazatetracyclo[28.3.0.03,7.012,16]tritriacontane-2,8,11,17,20,23,26,29-octone
• SMILES (Canonical): CC(C)C1C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)N4CCCC4C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CO)CC5=CC=C(C=C5)O)CC6=CC=CC=C6)CC7=CC=C(C=C7)O
• SMILES (Isomeric): CC(C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)CC5=CC=C(C=C5)O)CC6=CC=CC=C6)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C50H62N8O11/c1-29(2)42-50(69)57-23-7-12-40(57)47(66)53-37(27-32-16-20-34(61)21-17-32)48(67)58-24-8-13-41(58)49(68)56-22-6-11-39(56)46(65)52-36(25-30-9-4-3-5-10-30)43(62)51-35(26-31-14-18-33(60)19-15-31)44(63)54-38(28-59)45(64)55-42/h3-5,9-10,14-21,29,35-42,59-61H,6-8,11-13,22-28H2,1-2H3,(H,51,62)(H,52,65)(H,53,66)(H,54,63)(H,55,64)/t35-,36-,37-,38-,39-,40-,41-,42-/m0/s1
• InChI Key: VGQVPZUFUDZAGA-BXXNOCLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₂N₈O₁₁
• Molecular Weight: 951.10 g/mol
• Exact Mass: 950.45380482 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 11
• 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	+	0.8482	84.82%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9484	94.84%
P-glycoprotein inhibitior	+	0.7550	75.50%
P-glycoprotein substrate	+	0.7730	77.30%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.8959	89.59%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.8642	86.42%
CYP1A2 inhibition	-	0.9512	95.12%
CYP2C8 inhibition	+	0.4567	45.67%
CYP inhibitory promiscuity	-	0.9024	90.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.7832	78.32%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6524	65.24%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.6653	66.53%
Estrogen receptor binding	+	0.8226	82.26%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	-	0.4835	48.35%
Aromatase binding	+	0.5611	56.11%
PPAR gamma	+	0.7674	76.74%
Honey bee toxicity	-	0.8895	88.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8055	80.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.35%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.89%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.54%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.34%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.05%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	92.54%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.19%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.31%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.93%	82.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.30%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.64%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL1902	P62942	FK506-binding protein 1A	83.05%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.70%	93.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.18%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	82.09%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.35%	90.71%

Plants that contains it

• Stellaria delavayi

Cross-Links

• PubChem: 101938423
• LOTUS: LTS0182355
• wikiData: Q105285974