cyclo[Ala-Ala-Pro-Tyr-Leu-Leu-Pro-Pro]

Details

• Internal ID: 0ad6b72b-2936-4677-ba0a-b509cabe047a
• 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)-22-[(4-hydroxyphenyl)methyl]-10,13-dimethyl-25,28-bis(2-methylpropyl)-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): CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N4CCCC4C(=O)N1)CC(C)C)CC(C)C)CC5=CC=C(C=C5)O)C
• SMILES (Isomeric): C[C@H]1C(=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)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)N1)CC(C)C)CC(C)C)CC5=CC=C(C=C5)O)C
• InChI: InChI=1S/C42H62N8O9/c1-23(2)20-29-36(53)47-31(21-24(3)4)41(58)50-19-9-12-34(50)42(59)49-18-8-10-32(49)38(55)43-25(5)35(52)44-26(6)40(57)48-17-7-11-33(48)39(56)46-30(37(54)45-29)22-27-13-15-28(51)16-14-27/h13-16,23-26,29-34,51H,7-12,17-22H2,1-6H3,(H,43,55)(H,44,52)(H,45,54)(H,46,56)(H,47,53)/t25-,26-,29-,30-,31-,32-,33-,34-/m0/s1
• InChI Key: CZLLFFWTDRQIDR-PWCCRCDVSA-N
• Popularity: 0 references 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	+	0.7600	76.00%
Caco-2	-	0.8580	85.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7612	76.12%
OATP2B1 inhibitior	+	0.5641	56.41%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9009	90.09%
P-glycoprotein inhibitior	+	0.7611	76.11%
P-glycoprotein substrate	+	0.8601	86.01%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7748	77.48%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.8379	83.79%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.9560	95.60%
CYP2C8 inhibition	+	0.4799	47.99%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3836	38.36%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6950	69.50%
Acute Oral Toxicity (c)	III	0.6858	68.58%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.5682	56.82%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.7450	74.50%
Honey bee toxicity	-	0.8834	88.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8799	87.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.12%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.02%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.87%	90.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.97%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.51%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.73%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	91.64%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	91.11%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.87%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.60%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.03%	97.64%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.95%	96.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.36%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.74%	85.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.69%	83.82%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.33%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.19%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	82.18%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.25%	93.40%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.96%	93.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.55%	95.62%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.55%	95.34%
CHEMBL4616	Q92847	Ghrelin receptor	80.37%	92.00%

Plants that contains it

• Gypsophila arabica

Cross-Links

• PubChem: 102476189
• LOTUS: LTS0073516
• wikiData: Q104972873