Efrapeptin D

Details

• Internal ID: 44f6f8e3-2b58-418f-9f02-61e93105c0bb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-1-acetyl-N-[1-[(2S)-2-[[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-oxopropan-2-yl]carbamoyl]piperidin-1-yl]-2-methyl-1-oxopropan-2-yl]piperidine-2-carboxamide
• InChI: InChI=1S/C81H138N18O16/c1-22-81(21,72(113)85-53(43-49(2)3)48-96-39-30-38-95-37-29-34-62(95)96)92-64(105)55(45-51(6)7)86-60(102)46-84-68(109)75(9,10)89-66(107)57-32-25-28-42-99(57)74(115)80(19,20)94-70(111)77(13,14)88-61(103)47-83-59(101)35-36-82-63(104)54(44-50(4)5)87-69(110)76(11,12)93-71(112)78(15,16)90-67(108)58-33-24-27-41-98(58)73(114)79(17,18)91-65(106)56-31-23-26-40-97(56)52(8)100/h49-51,53-58H,22-48H2,1-21H3,(H12-,82,83,84,85,86,87,88,89,90,91,92,93,94,101,102,103,104,105,106,107,108,109,110,111,112,113)/p+1/t53-,54-,55-,56-,57-,58-,81-/m0/s1
• InChI Key: HNZKXCFCVMPHGN-BYXRWWRZSA-O
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₁H₁₃₉N₁₈O₁₆+
• Molecular Weight: 1621.10 g/mol
• Exact Mass: 1620.06164542 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 38

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	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9487	94.87%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.8352	83.52%
CYP3A4 substrate	+	0.7357	73.57%
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	+	0.7158	71.58%
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	+	0.6472	64.72%
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	-	0.4774	47.74%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	+	0.7008	70.08%
Glucocorticoid receptor binding	+	0.7841	78.41%
Aromatase binding	+	0.8020	80.20%
PPAR gamma	+	0.7705	77.05%
Honey bee toxicity	-	0.7449	74.49%
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	99.89%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	99.32%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.28%	98.33%
CHEMBL220	P22303	Acetylcholinesterase	96.91%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	96.84%	98.10%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	96.50%	98.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.94%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.79%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.25%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	94.15%	91.19%
CHEMBL4208	P20618	Proteasome component C5	92.78%	90.00%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	92.70%	94.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.84%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.35%	97.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.14%	93.10%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.76%	97.21%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	90.26%	90.24%
CHEMBL1873	P00750	Tissue-type plasminogen activator	88.86%	93.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.64%	83.10%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	88.21%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.15%	89.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.08%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.97%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	87.91%	92.50%
CHEMBL236	P41143	Delta opioid receptor	87.25%	99.35%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.00%	91.65%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.94%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.86%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.73%	90.08%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	86.68%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.64%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.43%	96.31%
CHEMBL2514	O95665	Neurotensin receptor 2	86.20%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.80%	97.64%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.74%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.56%	97.50%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	85.56%	83.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.48%	95.17%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.83%	97.23%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	84.52%	88.81%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.08%	96.28%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	84.07%	98.94%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	83.92%	95.52%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.69%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.41%	93.03%
CHEMBL5028	O14672	ADAM10	83.15%	97.50%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	83.08%	95.27%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.69%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.56%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.46%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.22%	96.90%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.85%	96.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.75%	94.50%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	81.71%	99.77%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.65%	94.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.62%	95.34%
CHEMBL3837	P07711	Cathepsin L	80.89%	96.61%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.76%	97.56%
CHEMBL2474	P53582	Methionine aminopeptidase 1	80.68%	97.09%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.40%	98.57%
CHEMBL283	P08254	Matrix metalloproteinase 3	80.25%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11542756
• LOTUS: LTS0073959
• wikiData: Q105031137