cyclo[Gly-Pro-Pro-Pro-Tyr-Pro-Pro-Met(R-O)-Ile]

Details

• Internal ID: 1231fdf6-006f-4a7d-bde1-263f47b6ca3e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,7S,13S,16S,22S,28S,31S,34S)-34-[(2S)-butan-2-yl]-16-[(4-hydroxyphenyl)methyl]-31-[2-[(R)-methylsulfinyl]ethyl]-3,9,15,18,24,30,33,36,39-nonazahexacyclo[37.3.0.03,7.09,13.018,22.024,28]dotetracontane-2,8,14,17,23,29,32,35,38-nonone
• SMILES (Canonical): CCC(C)C1C(=O)NCC(=O)N2CCCC2C(=O)N3CCCC3C(=O)N4CCCC4C(=O)NC(C(=O)N5CCCC5C(=O)N6CCCC6C(=O)NC(C(=O)N1)CCS(=O)C)CC7=CC=C(C=C7)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)NCC(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N6CCC[C@H]6C(=O)N[C@H](C(=O)N1)CC[S@](=O)C)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C47H67N9O11S/c1-4-28(2)39-43(62)48-27-38(58)52-20-7-12-35(52)45(64)56-24-9-14-37(56)47(66)54-22-6-11-34(54)42(61)50-32(26-29-15-17-30(57)18-16-29)44(63)55-23-8-13-36(55)46(65)53-21-5-10-33(53)41(60)49-31(40(59)51-39)19-25-68(3)67/h15-18,28,31-37,39,57H,4-14,19-27H2,1-3H3,(H,48,62)(H,49,60)(H,50,61)(H,51,59)/t28-,31-,32-,33-,34-,35-,36-,37-,39-,68+/m0/s1
• InChI Key: MODDKHZHELMWNE-YTEICGTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₇N₉O₁₁S
• Molecular Weight: 966.20 g/mol
• Exact Mass: 965.46807516 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9266	92.66%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4231	42.31%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9565	95.65%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	+	0.8660	86.60%
CYP3A4 substrate	+	0.6723	67.23%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	-	0.7900	79.00%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.8285	82.85%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.8073	80.73%
CYP1A2 inhibition	-	0.8976	89.76%
CYP2C8 inhibition	+	0.6692	66.92%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4259	42.59%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5392	53.92%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6324	63.24%
Acute Oral Toxicity (c)	III	0.6140	61.40%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7652	76.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.09%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.30%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.05%	96.69%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.28%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.36%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.16%	85.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.42%	99.18%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.65%	99.09%
CHEMBL1978	P11511	Cytochrome P450 19A1	91.60%	91.76%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	91.14%	94.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.02%	97.25%
CHEMBL4616	Q92847	Ghrelin receptor	89.87%	92.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.05%	90.71%
CHEMBL1902	P62942	FK506-binding protein 1A	88.45%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.44%	97.64%
CHEMBL3524	P56524	Histone deacetylase 4	85.12%	92.97%
CHEMBL217	P14416	Dopamine D2 receptor	84.38%	95.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.65%	93.00%
CHEMBL4208	P20618	Proteasome component C5	83.48%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.01%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.44%	88.56%
CHEMBL4071	P08311	Cathepsin G	81.97%	94.64%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.73%	91.03%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.27%	93.03%
CHEMBL226	P30542	Adenosine A1 receptor	81.14%	95.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.55%	93.40%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	80.31%	97.50%
CHEMBL2443	P49862	Kallikrein 7	80.04%	94.00%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 162922347
• LOTUS: LTS0275189
• wikiData: Q105168798