cyclo[Ala-Ile-Met(O)-Gly-Ile-Pro-Ile-Leu]

Details

• Internal ID: 9f81304d-b594-4c64-87f8-84998d3800f2
• 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)-3,12,21-tris[(2S)-butan-2-yl]-15-methyl-18-(2-methylpropyl)-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)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)CC(C)C)C(C)CC)C(C)CC)CCS(=O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=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)C)CC(C)C)[C@@H](C)CC)[C@@H](C)CC)CCS(=O)C
• InChI: InChI=1S/C39H68N8O9S/c1-11-22(6)30-37(53)42-26(16-18-57(10)56)34(50)40-20-29(48)44-32(24(8)13-3)39(55)47-17-14-15-28(47)36(52)46-31(23(7)12-2)38(54)43-27(19-21(4)5)35(51)41-25(9)33(49)45-30/h21-28,30-32H,11-20H2,1-10H3,(H,40,50)(H,41,51)(H,42,53)(H,43,54)(H,44,48)(H,45,49)(H,46,52)/t22-,23-,24-,25-,26-,27-,28-,30-,31-,32-,57?/m0/s1
• InChI Key: OZPBDDOTSWYOTG-DAAXIQBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₈N₈O₉S
• Molecular Weight: 825.10 g/mol
• Exact Mass: 824.48299695 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -0.01
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8697	86.97%
Caco-2	-	0.8513	85.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.6564	65.64%
OATP2B1 inhibitior	+	0.5672	56.72%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8118	81.18%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.8644	86.44%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.9723	97.23%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8531	85.31%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9965	99.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9006	90.06%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5109	51.09%
skin sensitisation	-	0.8557	85.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.6094	60.94%
Estrogen receptor binding	+	0.7723	77.23%
Androgen receptor binding	+	0.5837	58.37%
Thyroid receptor binding	+	0.5337	53.37%
Glucocorticoid receptor binding	+	0.5659	56.59%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.6623	66.23%
Honey bee toxicity	-	0.7343	73.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4004	40.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.97%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.58%	96.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	97.21%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.76%	90.08%
CHEMBL2443	P49862	Kallikrein 7	94.59%	94.00%
CHEMBL3524	P56524	Histone deacetylase 4	94.55%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	94.29%	97.05%
CHEMBL5203	P33316	dUTP pyrophosphatase	94.17%	99.18%
CHEMBL228	P31645	Serotonin transporter	93.98%	95.51%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.64%	82.38%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.87%	92.12%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	92.72%	96.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.60%	90.24%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.32%	94.66%
CHEMBL332	P03956	Matrix metalloproteinase-1	92.32%	94.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.15%	85.14%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.87%	96.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.81%	91.03%
CHEMBL4071	P08311	Cathepsin G	91.34%	94.64%
CHEMBL1937	Q92769	Histone deacetylase 2	90.87%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	90.69%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.17%	91.11%
CHEMBL4616	Q92847	Ghrelin receptor	89.97%	92.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.78%	93.40%
CHEMBL1978	P11511	Cytochrome P450 19A1	89.53%	91.76%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.27%	97.64%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	89.27%	97.50%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	88.85%	94.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.18%	90.71%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	87.63%	100.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	87.53%	99.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.44%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.43%	90.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.32%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.48%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.33%	96.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.60%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.46%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.12%	90.24%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.76%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.69%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.83%	93.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.81%	95.62%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.67%	88.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.18%	98.33%
CHEMBL3691	Q13822	Autotaxin	81.18%	96.39%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.84%	98.05%
CHEMBL1949	P62937	Cyclophilin A	80.54%	98.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Jatropha chevalieri

Cross-Links

• PubChem: 15383618
• LOTUS: LTS0060375
• wikiData: Q105203984