Leupeptin

Details

• Internal ID: b1110755-b419-41a1-805b-8e3ad4dc4bee
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide
• InChI: InChI=1S/C20H38N6O4/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23)/t15-,16-,17-/m0/s1
• InChI Key: GDBQQVLCIARPGH-ULQDDVLXSA-N
• Popularity: 986 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₈N₆O₄
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.29545371 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

• 55123-66-5
• Leupeptin hemisulfate
• CHEBI:6426
• Ac-Leu-Leu-Arg-H
• Leupeptin Ac-LL
• 24365-47-7
• 103476-89-7
• (2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide
• J97339NR3V
• acetyl-l-leucyl-l-leucyl-l-argininal
• N-Acetyl-L-leucyl-L-leucyl-L-argininal
• Acetyl-L-leucyl-L-leucylargininal
• Leupeptin (hemisulfate)
• (S)-2-Acetamido-N-((S)-1-((S)-5-guanidino-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-yl)-4-methylpentanamide
• Ac-Leu-Leu-Argininal
• Acetyl-leucyl-leucyl-argininal
• L-Leucinamide, N-acetyl-L-leucyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-formylbutyl]-
• L-LEUCINAMIDE, N-ACETYL-L-LEUCYL-N-((1S)-4-((AMINOIMINOMETHYL)AMINO)-1-FORMYLBUTYL)-
• Ac-LLR-H
• LEUPEPTINS [MI]
• BSPBio_001195
• KBioGR_000535
• KBioSS_000535
• N-acetyl-leucylleucylargininal
• Ac-L-Leu-L-Leu-L-Arg-H
• SCHEMBL583830
• UNII-J97339NR3V
• CHEMBL191881
• DTXSID1020776
• KBio2_000535
• KBio2_003103
• KBio2_005671
• KBio3_000969
• KBio3_000970
• GDBQQVLCIARPGH-ULQDDVLXSA-N
• L-Leucinamide, N-acetyl-L-leucyl-N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-
• Bio2_000428
• Bio2_000908
• HMS1362K17
• HMS1792K17
• HMS1990K17
• HMS3403K17
• BDBM50213272
• AKOS024456431
• (S)-2-(2-Acetamido-4-methylvaleramido)-N-(1-formyl-4-guanidinobutyl)-4-methyl-valeramide
• IDI1_002183
• N-acetyl-L-leucyl-N-[(1S)-4-{[amino(imino)methyl]amino}-1-formylbutyl]-L-leucinamide
• Valeramide, 2-(2-acetamido-4-methylvaleramido)-N-(1-formyl-4-guanidinobutyl)-4-methyl- (S)-
• NCGC00163460-01
• NCGC00163460-02
• NCGC00163460-03
• AC-35848
• HY-18234
• CS-0007311
• L-4440
• Q11350119
• N-Acetyl-L-leucyl-L-leucyl-L-arginine, aldehyde deriv.
• Ac-Leu-Leu-Arg-H; N-Acetyl-L-leucyl-L-leucyl-L-arginine, aldehyde deriv
• N-acetyl-L-leucyl-N-[(2S)-5-carbamimidamido-1-oxopentan-2-yl]-L-leucinamide
• L-LEUCINAMIDE, N-ACETYL-L-LEUCYL-N-(4-((AMINOIMINOMETHYL)AMINO)-1-FORMYLBUTYL)-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8460	84.60%
Caco-2	-	0.7838	78.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5668	56.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5557	55.57%
P-glycoprotein inhibitior	-	0.4433	44.33%
P-glycoprotein substrate	+	0.9343	93.43%
CYP3A4 substrate	+	0.5506	55.06%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.8360	83.60%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.9324	93.24%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.9730	97.30%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6676	66.76%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5673	56.73%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7823	78.23%
Acute Oral Toxicity (c)	III	0.7758	77.58%
Estrogen receptor binding	+	0.6196	61.96%
Androgen receptor binding	-	0.6102	61.02%
Thyroid receptor binding	+	0.6627	66.27%
Glucocorticoid receptor binding	+	0.6322	63.22%
Aromatase binding	+	0.5595	55.95%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.6496	64.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.97%	96.61%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL4072	P07858	Cathepsin B	97.23%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.17%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.04%	98.05%
CHEMBL1801	P00747	Plasminogen	93.64%	92.44%
CHEMBL4801	P29466	Caspase-1	92.81%	96.85%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.17%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.11%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	92.01%	83.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.55%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.20%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.10%	96.47%
CHEMBL259	P32245	Melanocortin receptor 4	87.88%	95.38%
CHEMBL2514	O95665	Neurotensin receptor 2	86.57%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.07%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.91%	97.29%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.52%	98.33%
CHEMBL3308	P55212	Caspase-6	84.70%	97.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.10%	95.71%
CHEMBL3776	Q14790	Caspase-8	83.12%	97.06%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.08%	89.50%
CHEMBL2821	P00748	Coagulation factor XII	82.46%	96.21%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.09%	92.29%
CHEMBL3891	P07384	Calpain 1	81.71%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	81.67%	91.19%
CHEMBL268	P43235	Cathepsin K	81.54%	96.85%
CHEMBL5028	O14672	ADAM10	80.73%	97.50%
CHEMBL2885	P07451	Carbonic anhydrase III	80.68%	87.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.51%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.34%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72429
• LOTUS: LTS0072987
• wikiData: Q11350119