cyclo[Ala-Tyr-Asp-Leu-Gly-Ile-Pro-Pro]

Details

• Internal ID: 32722df1-6d30-4f96-bd49-eb59e87b2ad1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[(3S,9S,15S,18S,21S,24S,27S)-9-[(2S)-butan-2-yl]-21-[(4-hydroxyphenyl)methyl]-24-methyl-15-(2-methylpropyl)-2,8,11,14,17,20,23,26-octaoxo-1,7,10,13,16,19,22,25-octazatricyclo[25.3.0.03,7]triacontan-18-yl]acetic acid
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC(C)C)CC(=O)O)CC4=CC=C(C=C4)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=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)N[C@H](C(=O)NCC(=O)N1)CC(C)C)CC(=O)O)CC4=CC=C(C=C4)O)C
• InChI: InChI=1S/C40H58N8O11/c1-6-22(4)33-40(59)48-16-8-10-30(48)39(58)47-15-7-9-29(47)38(57)42-23(5)34(53)43-27(18-24-11-13-25(49)14-12-24)36(55)45-28(19-32(51)52)37(56)44-26(17-21(2)3)35(54)41-20-31(50)46-33/h11-14,21-23,26-30,33,49H,6-10,15-20H2,1-5H3,(H,41,54)(H,42,57)(H,43,53)(H,44,56)(H,45,55)(H,46,50)(H,51,52)/t22-,23-,26-,27-,28-,29-,30-,33-/m0/s1
• InChI Key: UXORGXOKZBMGRJ-AJKMXTJBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈N₈O₁₁
• Molecular Weight: 826.90 g/mol
• Exact Mass: 826.42250470 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7227	72.27%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6461	64.61%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8700	87.00%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	+	0.8917	89.17%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9205	92.05%
CYP2C19 inhibition	-	0.8682	86.82%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.9385	93.85%
CYP2C8 inhibition	+	0.6881	68.81%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7923	79.23%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4099	40.99%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.5218	52.18%
Estrogen receptor binding	+	0.8173	81.73%
Androgen receptor binding	+	0.6841	68.41%
Thyroid receptor binding	+	0.5332	53.32%
Glucocorticoid receptor binding	+	0.5432	54.32%
Aromatase binding	+	0.6084	60.84%
PPAR gamma	+	0.7565	75.65%
Honey bee toxicity	-	0.7937	79.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7931	79.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.69%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.58%	82.38%
CHEMBL4071	P08311	Cathepsin G	94.77%	94.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.25%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	92.31%	97.05%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.55%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.42%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.20%	96.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.84%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.71%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	90.15%	92.97%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.55%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.25%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.77%	91.11%
CHEMBL2443	P49862	Kallikrein 7	88.02%	94.00%
CHEMBL4616	Q92847	Ghrelin receptor	87.84%	92.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.36%	97.25%
CHEMBL4208	P20618	Proteasome component C5	85.90%	90.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	84.73%	99.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.50%	93.40%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.87%	96.90%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	83.63%	94.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.34%	97.14%
CHEMBL3202	P48147	Prolyl endopeptidase	83.06%	90.65%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	82.67%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.02%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.47%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.14%	95.00%

Plants that contains it

• Stellaria delavayi

Cross-Links

• PubChem: 101938422
• LOTUS: LTS0238891
• wikiData: Q105280948