Cycloleonuripeptide E

Details

• Internal ID: 1745992b-2488-4751-a5ef-13c6b2357096
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,12S,15S,18S,21S,24S,27S,30S)-15-benzyl-27-[(2S)-butan-2-yl]-12-[(1R)-1-hydroxyethyl]-3,18,21-trimethyl-24-propan-2-yl-1,4,10,13,16,19,22,25,28-nonazatricyclo[28.3.0.06,10]tritriacontane-2,5,11,14,17,20,23,26,29-nonone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)N1)C)C(C)O)CC4=CC=CC=C4)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N1)C)[C@@H](C)O)CC4=CC=CC=C4)C)C)C(C)C
• InChI: InChI=1S/C43H65N9O10/c1-9-23(4)33-41(60)48-32(22(2)3)40(59)45-24(5)35(54)44-25(6)36(55)47-29(21-28-15-11-10-12-16-28)37(56)50-34(27(8)53)43(62)52-20-14-17-30(52)38(57)46-26(7)42(61)51-19-13-18-31(51)39(58)49-33/h10-12,15-16,22-27,29-34,53H,9,13-14,17-21H2,1-8H3,(H,44,54)(H,45,59)(H,46,57)(H,47,55)(H,48,60)(H,49,58)(H,50,56)/t23-,24-,25-,26-,27+,29-,30-,31-,32-,33-,34-/m0/s1
• InChI Key: NPYYAXZHUVOXOW-HGKKAUPYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₅N₉O₁₀
• Molecular Weight: 868.00 g/mol
• Exact Mass: 867.48543930 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• CHEMBL446384

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7343	73.43%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6689	66.89%
OATP2B1 inhibitior	-	0.5697	56.97%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8100	81.00%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8109	81.09%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	-	0.9156	91.56%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	-	0.9373	93.73%
CYP2C8 inhibition	-	0.6242	62.42%
CYP inhibitory promiscuity	-	0.9687	96.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7904	79.04%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4195	41.95%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6354	63.54%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7000	70.00%
Acute Oral Toxicity (c)	III	0.6937	69.37%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.6798	67.98%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.6319	63.19%
Aromatase binding	+	0.5908	59.08%
PPAR gamma	+	0.7777	77.77%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7723	77.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.15%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.00%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.91%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	91.24%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.31%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.99%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	88.60%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.08%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.64%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.02%	96.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.22%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.47%	99.18%
CHEMBL1949	P62937	Cyclophilin A	82.97%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.75%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.88%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.85%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.79%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.26%	90.71%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.36%	95.48%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 11542464
• LOTUS: LTS0230838
• wikiData: Q105183574