cyclo[Gln-Thr-Gly-Met(S-O)-Ile-Pro-Ile-Pro]

Details

• Internal ID: ab6dc74b-7da9-4927-8638-b852c9c6a202
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(3S,6S,12S,15S,21S,24S,27S)-3,12-bis[(2S)-butan-2-yl]-21-[(1R)-1-hydroxyethyl]-15-[2-[(S)-methylsulfinyl]ethyl]-2,5,11,14,17,20,23,26-octaoxo-1,4,10,13,16,19,22,25-octazatricyclo[25.3.0.06,10]triacontan-24-yl]propanamide
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N1)C(C)CC)CCS(=O)C)C(C)O)CCC(=O)N
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N1)[C@@H](C)CC)CC[S@@](=O)C)[C@@H](C)O)CCC(=O)N
• InChI: InChI=1S/C38H63N9O11S/c1-7-20(3)29-37(56)47-17-10-12-26(47)35(54)44-30(21(4)8-2)38(57)46-16-9-11-25(46)34(53)42-23(13-14-27(39)49)32(51)45-31(22(5)48)36(55)40-19-28(50)41-24(33(52)43-29)15-18-59(6)58/h20-26,29-31,48H,7-19H2,1-6H3,(H2,39,49)(H,40,55)(H,41,50)(H,42,53)(H,43,52)(H,44,54)(H,45,51)/t20-,21-,22+,23-,24-,25-,26-,29-,30-,31-,59-/m0/s1
• InChI Key: QNOBZAHKQHIIRB-XQGSLFJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₃N₉O₁₁S
• Molecular Weight: 854.00 g/mol
• Exact Mass: 853.43677503 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7187	71.87%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6192	61.92%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6195	61.95%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	+	0.8422	84.22%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.9599	95.99%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.8569	85.69%
CYP1A2 inhibition	-	0.8555	85.55%
CYP2C8 inhibition	-	0.5973	59.73%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5594	55.94%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5641	56.41%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4668	46.68%
Acute Oral Toxicity (c)	III	0.5908	59.08%
Estrogen receptor binding	+	0.7986	79.86%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5266	52.66%
Glucocorticoid receptor binding	+	0.5421	54.21%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.7369	73.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.08%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.65%	94.45%
CHEMBL4071	P08311	Cathepsin G	95.08%	94.64%
CHEMBL2443	P49862	Kallikrein 7	94.86%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.43%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	93.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.04%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.89%	91.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.97%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.65%	99.18%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.03%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.73%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.80%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.33%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.06%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.63%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.13%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.55%	96.31%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.94%	96.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.86%	94.66%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.71%	83.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.28%	100.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	83.81%	94.05%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	83.45%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.28%	95.56%
CHEMBL4616	Q92847	Ghrelin receptor	83.09%	92.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.16%	97.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.65%	94.33%
CHEMBL4208	P20618	Proteasome component C5	81.18%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.83%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.61%	98.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.58%	93.04%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.58%	97.47%
CHEMBL4447	Q9Y337	Kallikrein 5	80.50%	87.50%

Plants that contains it

• Annona cherimola

Cross-Links

• PubChem: 162904059
• LOTUS: LTS0040621
• wikiData: Q105224570