cyclo[Ile-Met(R-O)-Leu-Ile-Pro-Pro-Phe-Phe-Val]

Details

• Internal ID: 53779ca0-42f2-4ebb-90d1-2e7f9512a1a5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9S,12S,15S,18S,21S,24S,27S,30S)-24,27-dibenzyl-9,18-bis[(2S)-butan-2-yl]-12-(2-methylpropyl)-15-[2-[(R)-methylsulfinyl]ethyl]-21-propan-2-yl-1,7,10,13,16,19,22,25,28-nonazatricyclo[28.3.0.03,7]tritriacontane-2,8,11,14,17,20,23,26,29-nonone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)C)CC4=CC=CC=C4)CC5=CC=CC=C5)C(C)CC)CC(C)C)CCS(=O)C
• 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)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CC4=CC=CC=C4)CC5=CC=CC=C5)[C@@H](C)CC)CC(C)C)CC[S@](=O)C
• InChI: InChI=1S/C56H83N9O10S/c1-10-35(7)46-54(72)57-39(26-29-76(9)75)48(66)58-40(30-33(3)4)50(68)63-47(36(8)11-2)56(74)65-28-19-25-44(65)55(73)64-27-18-24-43(64)52(70)60-41(31-37-20-14-12-15-21-37)49(67)59-42(32-38-22-16-13-17-23-38)51(69)61-45(34(5)6)53(71)62-46/h12-17,20-23,33-36,39-47H,10-11,18-19,24-32H2,1-9H3,(H,57,72)(H,58,66)(H,59,67)(H,60,70)(H,61,69)(H,62,71)(H,63,68)/t35-,36-,39-,40-,41-,42-,43-,44-,45-,46-,47-,76+/m0/s1
• InChI Key: AJMNWUJOFAQRLL-KEYGAONQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₃N₉O₁₀S
• Molecular Weight: 1074.40 g/mol
• Exact Mass: 1073.59836105 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9322	93.22%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5049	50.49%
OATP2B1 inhibitior	-	0.7087	70.87%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9665	96.65%
P-glycoprotein inhibitior	+	0.7560	75.60%
P-glycoprotein substrate	+	0.8263	82.63%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	-	0.5779	57.79%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	-	0.8067	80.67%
CYP2C9 inhibition	-	0.7626	76.26%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.8521	85.21%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	+	0.5120	51.20%
CYP inhibitory promiscuity	-	0.9811	98.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6486	64.86%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7239	72.39%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5233	52.33%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6083	60.83%
Acute Oral Toxicity (c)	III	0.6447	64.47%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.6729	67.29%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.7971	79.71%
Honey bee toxicity	-	0.7778	77.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.64%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.16%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	93.91%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.79%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.02%	82.38%
CHEMBL1978	P11511	Cytochrome P450 19A1	92.96%	91.76%
CHEMBL3524	P56524	Histone deacetylase 4	92.70%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.37%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	91.25%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	89.75%	97.05%
CHEMBL333	P08253	Matrix metalloproteinase-2	89.75%	96.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.06%	94.45%
CHEMBL228	P31645	Serotonin transporter	88.00%	95.51%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.88%	99.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.02%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.44%	93.03%
CHEMBL226	P30542	Adenosine A1 receptor	84.98%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.99%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.70%	94.75%
CHEMBL4071	P08311	Cathepsin G	83.06%	94.64%
CHEMBL4616	Q92847	Ghrelin receptor	82.87%	92.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.84%	98.33%
CHEMBL2443	P49862	Kallikrein 7	82.25%	94.00%
CHEMBL3202	P48147	Prolyl endopeptidase	82.05%	90.65%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.72%	92.67%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.86%	95.48%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 163188845
• LOTUS: LTS0040850
• wikiData: Q104913270