cyclo[Ala-Ala-Pro-Tyr-Ile-Ile-Pro-Pro]

Details

• Internal ID: e69ad806-ab08-41fb-a63f-db38b2ce2684
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,7S,10S,13S,19S,22S,25S,28S)-25,28-bis[(2S)-butan-2-yl]-22-[(4-hydroxyphenyl)methyl]-10,13-dimethyl-3,9,12,15,21,24,27,30-octazatetracyclo[28.3.0.03,7.015,19]tritriacontane-2,8,11,14,20,23,26,29-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N4CCCC4C(=O)NC(C(=O)N1)CC5=CC=C(C=C5)O)C)C)C(C)CC
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N1)CC5=CC=C(C=C5)O)C)C)[C@@H](C)CC
• InChI: InChI=1S/C42H62N8O9/c1-7-23(3)33-39(56)47-34(24(4)8-2)42(59)50-21-11-14-32(50)41(58)49-20-10-12-30(49)37(54)43-25(5)35(52)44-26(6)40(57)48-19-9-13-31(48)38(55)45-29(36(53)46-33)22-27-15-17-28(51)18-16-27/h15-18,23-26,29-34,51H,7-14,19-22H2,1-6H3,(H,43,54)(H,44,52)(H,45,55)(H,46,53)(H,47,56)/t23-,24-,25-,26-,29-,30-,31-,32-,33-,34-/m0/s1
• InChI Key: DYBWMVGRMSFBIF-KIQNSODUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂N₈O₉
• Molecular Weight: 823.00 g/mol
• Exact Mass: 822.46397559 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8212	82.12%
Caco-2	-	0.8580	85.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7215	72.15%
OATP2B1 inhibitior	+	0.5635	56.35%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9012	90.12%
P-glycoprotein inhibitior	+	0.7571	75.71%
P-glycoprotein substrate	+	0.8309	83.09%
CYP3A4 substrate	+	0.6350	63.50%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7427	74.27%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.8435	84.35%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.5100	51.00%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6553	65.53%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9120	91.20%
Skin irritation	-	0.7849	78.49%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4118	41.18%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5661	56.61%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.8186	81.86%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	+	0.5410	54.10%
Glucocorticoid receptor binding	+	0.5459	54.59%
Aromatase binding	+	0.6158	61.58%
PPAR gamma	+	0.7539	75.39%
Honey bee toxicity	-	0.8621	86.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8781	87.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.89%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.13%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.37%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.24%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.96%	90.93%
CHEMBL226	P30542	Adenosine A1 receptor	91.24%	95.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.55%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.40%	90.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	90.37%	96.69%
CHEMBL1902	P62942	FK506-binding protein 1A	90.32%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.02%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.10%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.96%	93.40%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	86.88%	94.36%
CHEMBL4616	Q92847	Ghrelin receptor	86.72%	92.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.25%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.23%	99.18%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.00%	97.64%
CHEMBL206	P03372	Estrogen receptor alpha	82.31%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.21%	91.71%
CHEMBL4208	P20618	Proteasome component C5	82.08%	90.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.77%	99.09%
CHEMBL1949	P62937	Cyclophilin A	81.71%	98.57%
CHEMBL3524	P56524	Histone deacetylase 4	80.96%	92.97%
CHEMBL217	P14416	Dopamine D2 receptor	80.58%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

• Gypsophila arabica

Cross-Links

• PubChem: 163103918
• LOTUS: LTS0267126
• wikiData: Q104991308