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

Details

• Internal ID: 76e3f3b9-300e-4f8e-80a3-df2069e92561
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S,21S,24S,27S,30S)-3,18-bis[(2S)-butan-2-yl]-24,27-bis[(4-hydroxyphenyl)methyl]-9-methyl-6,21-di(propan-2-yl)-1,4,7,10,16,19,22,25,28-nonazatricyclo[28.3.0.012,16]tritriacontane-2,5,8,11,17,20,23,26,29-nonone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)C(C)C)C)C(C)CC)C(C)C)CC4=CC=C(C=C4)O)CC5=CC=C(C=C5)O
• 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)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)C)[C@@H](C)CC)C(C)C)CC4=CC=C(C=C4)O)CC5=CC=C(C=C5)O
• InChI: InChI=1S/C53H77N9O11/c1-10-30(7)43-52(72)61-24-12-14-39(61)48(68)54-32(9)45(65)57-41(28(3)4)50(70)59-44(31(8)11-2)53(73)62-25-13-15-40(62)49(69)56-37(26-33-16-20-35(63)21-17-33)46(66)55-38(27-34-18-22-36(64)23-19-34)47(67)58-42(29(5)6)51(71)60-43/h16-23,28-32,37-44,63-64H,10-15,24-27H2,1-9H3,(H,54,68)(H,55,66)(H,56,69)(H,57,65)(H,58,67)(H,59,70)(H,60,71)/t30-,31-,32-,37-,38-,39-,40-,41-,42-,43-,44-/m0/s1
• InChI Key: AXYWUYLSRAOXQF-CEGFXADCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₇N₉O₁₁
• Molecular Weight: 1016.20 g/mol
• Exact Mass: 1015.57425431 g/mol
• Topological Polar Surface Area (TPSA): 285.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8517	85.17%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7219	72.19%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8147	81.47%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9347	93.47%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.8293	82.93%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.6478	64.78%
CYP2C9 inhibition	-	0.8335	83.35%
CYP2C19 inhibition	-	0.7889	78.89%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	-	0.9505	95.05%
CYP2C8 inhibition	+	0.4822	48.22%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6469	64.69%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.7958	79.58%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6429	64.29%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6268	62.68%
Acute Oral Toxicity (c)	III	0.6996	69.96%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	+	0.5804	58.04%
Aromatase binding	+	0.5943	59.43%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.90%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.33%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.94%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.31%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.61%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.82%	85.14%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	92.89%	96.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.64%	90.93%
CHEMBL1937	Q92769	Histone deacetylase 2	92.22%	94.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.37%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.04%	90.71%
CHEMBL1902	P62942	FK506-binding protein 1A	90.00%	97.05%
CHEMBL4616	Q92847	Ghrelin receptor	87.54%	92.00%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	87.00%	99.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.94%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.84%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	86.73%	97.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.48%	99.18%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.37%	93.40%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.25%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.09%	91.71%
CHEMBL1949	P62937	Cyclophilin A	84.35%	98.57%
CHEMBL226	P30542	Adenosine A1 receptor	84.17%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.75%	95.89%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 11948669
• LOTUS: LTS0043329
• wikiData: Q104920925