Efrapeptin E

Details

• Internal ID: 17dca8a3-f6aa-4699-9a84-6de438240f9a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-1-acetyl-N-[1-[(2S)-2-[[(2S)-1-[[1-[[(2S)-1-[[3-[[2-[[1-[[1-[(2S)-2-[[1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-(2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidin-5-ium-1-yl)-4-methylpentan-2-yl]amino]-2-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]piperidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-oxopropyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxobutan-2-yl]carbamoyl]piperidin-1-yl]-2-methyl-1-oxopropan-2-yl]piperidine-2-carboxamide
• SMILES (Canonical): CCC(C)(C(=O)NC(CC(C)C)CN1CCC[N+]2=C1CCC2)NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(C)(C)NC(=O)C3CCCCN3C(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)CNC(=O)CCNC(=O)C(CC(C)C)NC(=O)C(C)(C)NC(=O)C(C)(CC)NC(=O)C4CCCCN4C(=O)C(C)(C)NC(=O)C5CCCCN5C(=O)C
• SMILES (Isomeric): CC[C@@](C)(C(=O)N[C@@H](CC(C)C)CN1CCC[N+]2=C1CCC2)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)C(C)(C)NC(=O)[C@@H]3CCCCN3C(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)CNC(=O)CCNC(=O)[C@H](CC(C)C)NC(=O)C(C)(C)NC(=O)[C@](C)(CC)NC(=O)[C@@H]4CCCCN4C(=O)C(C)(C)NC(=O)[C@@H]5CCCCN5C(=O)C
• InChI: InChI=1S/C82H140N18O16/c1-22-81(20,72(113)86-54(44-50(3)4)49-97-40-31-39-96-38-30-35-63(96)97)92-65(106)56(46-52(7)8)87-61(103)47-85-69(110)76(10,11)90-67(108)58-33-25-28-42-99(58)75(116)80(18,19)94-71(112)78(14,15)89-62(104)48-84-60(102)36-37-83-64(105)55(45-51(5)6)88-70(111)77(12,13)95-73(114)82(21,23-2)93-68(109)59-34-26-29-43-100(59)74(115)79(16,17)91-66(107)57-32-24-27-41-98(57)53(9)101/h50-52,54-59H,22-49H2,1-21H3,(H12-,83,84,85,86,87,88,89,90,91,92,93,94,95,102,103,104,105,106,107,108,109,110,111,112,113,114)/p+1/t54-,55-,56-,57-,58-,59-,81-,82-/m0/s1
• InChI Key: FRUCGMNQTOGSLR-XPFFFHCNSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₁₄₁N₁₈O₁₆+
• Molecular Weight: 1635.10 g/mol
• Exact Mass: 1634.07729548 g/mol
• Topological Polar Surface Area (TPSA): 446.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 39

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8016	80.16%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.6376	63.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9430	94.30%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.8365	83.65%
CYP3A4 substrate	+	0.7370	73.70%
CYP2C9 substrate	-	0.5996	59.96%
CYP2D6 substrate	-	0.8376	83.76%
CYP3A4 inhibition	-	0.8332	83.32%
CYP2C9 inhibition	-	0.7100	71.00%
CYP2C19 inhibition	-	0.7304	73.04%
CYP2D6 inhibition	-	0.8530	85.30%
CYP1A2 inhibition	-	0.8592	85.92%
CYP2C8 inhibition	+	0.7349	73.49%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6432	64.32%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.7678	76.78%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	+	0.5092	50.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5425	54.25%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7243	72.43%
Acute Oral Toxicity (c)	III	0.6044	60.44%
Estrogen receptor binding	+	0.5304	53.04%
Androgen receptor binding	+	0.7712	77.12%
Thyroid receptor binding	+	0.7034	70.34%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	+	0.8038	80.38%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7585	75.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	99.77%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	98.41%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.28%	98.33%
CHEMBL237	P41145	Kappa opioid receptor	96.65%	98.10%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	96.39%	98.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.94%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.65%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.25%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	93.99%	91.19%
CHEMBL4208	P20618	Proteasome component C5	92.39%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.84%	100.00%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	91.42%	94.05%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.42%	97.21%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.31%	93.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	89.88%	90.24%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.52%	83.10%
CHEMBL1873	P00750	Tissue-type plasminogen activator	88.86%	93.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	88.84%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.37%	89.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.26%	91.11%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	88.19%	83.14%
CHEMBL236	P41143	Delta opioid receptor	87.90%	99.35%
CHEMBL5255	O00206	Toll-like receptor 4	87.09%	92.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.94%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.86%	90.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.76%	96.31%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	86.68%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.43%	94.33%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	86.41%	96.28%
CHEMBL2514	O95665	Neurotensin receptor 2	86.20%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.92%	96.95%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	85.90%	88.81%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.80%	97.64%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.56%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.33%	95.17%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	84.85%	95.52%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.83%	96.47%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	84.47%	95.27%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.18%	91.65%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.88%	97.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.53%	90.08%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.51%	94.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	83.38%	98.94%
CHEMBL5028	O14672	ADAM10	83.15%	97.50%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.14%	95.34%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.76%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.56%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.22%	96.90%
CHEMBL2535	P11166	Glucose transporter	81.95%	98.75%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.85%	96.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.67%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.22%	93.03%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	81.05%	99.77%
CHEMBL2474	P53582	Methionine aminopeptidase 1	80.90%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.80%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.76%	97.56%
CHEMBL3691	Q13822	Autotaxin	80.46%	96.39%
CHEMBL283	P08254	Matrix metalloproteinase 3	80.09%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101090518
• LOTUS: LTS0261882
• wikiData: Q105000432