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

Details

• Internal ID: 34f7097f-0306-4461-a888-e747287a95ba
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-12-[(2S)-butan-2-yl]-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-3-(2-methylsulfanylethyl)-9-(2-methylsulfinylethyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CCSC)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)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CCSC)CC(C)C)CCS(=O)C
• InChI: InChI=1S/C56H75N9O9S2/c1-7-35(4)48-55(72)58-41(25-28-76(6)74)49(66)60-43(29-34(2)3)50(67)59-42(24-27-75-5)56(73)65-26-16-23-47(65)54(71)63-45(31-37-19-12-9-13-20-37)52(69)61-44(30-36-17-10-8-11-18-36)51(68)62-46(53(70)64-48)32-38-33-57-40-22-15-14-21-39(38)40/h8-15,17-22,33-35,41-48,57H,7,16,23-32H2,1-6H3,(H,58,72)(H,59,67)(H,60,66)(H,61,69)(H,62,68)(H,63,71)(H,64,70)/t35-,41-,42-,43-,44-,45-,46-,47-,48-,76?/m0/s1
• InChI Key: RGLVOQUKDGQVGR-MYFHKKGJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₇₅N₉O₉S₂
• Molecular Weight: 1082.40 g/mol
• Exact Mass: 1081.51291735 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3888	38.88%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.7635	76.35%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.7602	76.02%
P-glycoprotein substrate	+	0.8532	85.32%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	-	0.6521	65.21%
CYP2C9 inhibition	-	0.7028	70.28%
CYP2C19 inhibition	-	0.7943	79.43%
CYP2D6 inhibition	-	0.8533	85.33%
CYP1A2 inhibition	-	0.8282	82.82%
CYP2C8 inhibition	+	0.6726	67.26%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7227	72.27%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4825	48.25%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.5678	56.78%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	+	0.6101	61.01%
Aromatase binding	+	0.6148	61.48%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.7009	70.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	99.33%	96.31%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.20%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.43%	90.08%
CHEMBL1978	P11511	Cytochrome P450 19A1	97.08%	91.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.81%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	95.34%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.18%	85.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	94.97%	92.12%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.72%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.68%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.18%	94.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.93%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.38%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.26%	82.38%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.99%	92.67%
CHEMBL1914	P06276	Butyrylcholinesterase	89.32%	95.00%
CHEMBL3202	P48147	Prolyl endopeptidase	89.08%	90.65%
CHEMBL1902	P62942	FK506-binding protein 1A	88.61%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.31%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.22%	90.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.76%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.25%	97.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.99%	96.25%
CHEMBL204	P00734	Thrombin	84.76%	96.01%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.32%	93.03%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	83.72%	97.50%
CHEMBL228	P31645	Serotonin transporter	83.08%	95.51%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.99%	95.48%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.81%	99.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.57%	91.43%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.10%	94.66%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.08%	98.33%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 10558089
• NPASS: NPC75726
• ChEMBL: CHEMBL3785507