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Leepeptin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 9fc8c9a0-ae3b-43d5-b7ec-d49b6eca31dd
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (4S)-5-[[(3S)-1-[[(2S)-4-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-carboxy-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-carboxy-2-hydroxypropyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-[[(2S,5S,11S,14S,17S,20S,23S)-17-(2-amino-2-oxoethyl)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-5-[(4-hydroxyphenyl)methyl]-2-(2-methylpropyl)-3,6,9,12,15,18,21,26-octaoxo-11-propan-2-yl-1,4,7,10,13,16,19,22-octazacyclohexacosane-23-carbonyl]amino]-5-oxopentanoic acid
SMILES (Canonical) CCC(C)C(C(=O)NC(CC(=O)N)C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CC3=CN=CN3)C(=O)NC(CC4=CC=CC=C4)C(=O)NC(CC(=O)O)C(=O)NC(CC5=CC=C(C=C5)O)C(=O)NC(CC6=CNC7=CC=CC=C76)C(=O)NC(C(C)O)C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C8CCC(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N8)CC(=O)O)CC(=O)N)CCCNC(=N)N)C(C)C)CC9=CC=C(C=C9)O)CC(C)C
SMILES (Isomeric) CC[C@H](C)C(C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CC3=CN=CN3)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC5=CC=C(C=C5)O)C(=O)N[C@@H](CC6=CNC7=CC=CC=C76)C(=O)NC([C@@H](C)O)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]8CCC(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N8)CC(=O)O)CC(=O)N)CCCNC(=N)N)C(C)C)CC9=CC=C(C=C9)O)CC(C)C
InChI InChI=1S/C110H143N27O31/c1-8-55(6)91(136-96(154)71(33-35-87(145)146)122-95(153)70-32-34-85(143)121-72(37-53(2)3)97(155)125-73(39-58-24-28-63(139)29-25-58)93(151)119-51-86(144)135-90(54(4)5)107(165)124-69(23-16-36-116-110(113)114)94(152)131-79(44-83(111)141)102(160)133-81(46-88(147)148)104(162)123-70)108(166)134-80(45-84(112)142)103(161)128-76(41-60-48-117-67-21-14-12-19-65(60)67)100(158)130-78(43-62-50-115-52-120-62)101(159)126-74(38-57-17-10-9-11-18-57)99(157)132-82(47-89(149)150)105(163)127-75(40-59-26-30-64(140)31-27-59)98(156)129-77(106(164)137-92(56(7)138)109(167)168)42-61-49-118-68-22-15-13-20-66(61)68/h9-15,17-22,24-31,48-50,52-56,69-82,90-92,117-118,138-140H,8,16,23,32-47,51H2,1-7H3,(H2,111,141)(H2,112,142)(H,115,120)(H,119,151)(H,121,143)(H,122,153)(H,123,162)(H,124,165)(H,125,155)(H,126,159)(H,127,163)(H,128,161)(H,129,156)(H,130,158)(H,131,152)(H,132,157)(H,133,160)(H,134,166)(H,135,144)(H,136,154)(H,137,164)(H,145,146)(H,147,148)(H,149,150)(H,167,168)(H4,113,114,116)/t55-,56+,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,90-,91?,92?/m0/s1
InChI Key UDBDQVQDKZANRU-GYZZVETDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C110H143N27O31
Molecular Weight 2339.50 g/mol
Exact Mass 2339.0476857 g/mol
Topological Polar Surface Area (TPSA) 942.00 Ų
XlogP -1.30

Synonyms

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RefChem:152702
(4S)-4-((((2S,5S,11S,14S,17S,20S,23S)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-3,6,9,12,15,18,21,26-octahydroxy-17-((C-hydroxycarbonimidoyl)methyl)-5-((4-hydroxyphenyl)methyl)-2-(2-methylpropyl)-11-(propan-2-yl)-1,4,7,10,13,16,19,22-octaazacyclohexacosa-1(26),3,6,9,12,15,18,21-octaen-23-yl)(hydroxy)methylidene)amino)-4-(((2S)-1-(((1S)-1-(((1S)-1-(((1S)-1-(((1S)-1-(((1S)-2-carboxy-1-(((1S)-1-(((1S)-1-(((2R)-1-carboxy-2-hydroxypropyl)-C-hydroxycarbonimidoyl)-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl)-2-(4-hydroxyphenyl)ethyl)-C-hydroxycarbonimidoyl)ethyl)-C-hydroxycarbonimidoyl)-2-phenylethyl)-C-hydroxycarbonimidoyl)-2-(1H-imidazol-5-yl)ethyl)-C-hydroxycarbonimidoyl)-2-(1H-indol-3-yl)ethyl)-C-hydroxycarbonimidoyl)-2-(C-hydroxycarbonimidoyl)ethyl)-C-hydroxycarbonimidoyl)-2-methylbutyl)-C-hydroxycarbonimidoyl)butanoate
(4S)-4-((((2S,5S,11S,14S,17S,20S,23S)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-3,6,9,12,15,18,21,26-octahydroxy-17-(2-hydroxy-2-iminoethyl)-5-((4-hydroxyphenyl)methyl)-2-(2-methylpropyl)-11-propan-2-yl-1,4,7,10,13,16,19,22-octazacyclohexacosa-3,6,9,12,15,18,21,26-octaen-23-yl)-hydroxymethylidene)amino)-5-((3S)-1-((2S)-1-((2S)-1-((2S)-1-((2S)-1-((2S)-3-carboxy-1-((2S)-1-((2S)-1-((2R)-1-carboxy-2-hydroxypropyl)imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)imino-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl)imino-1-hydroxypropan-2-yl)imino-1-hydroxy-3-phenylpropan-2-yl)imino-1-hydroxy-3-(1H-imidazol-5-yl)propan-2-yl)imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)imino-1,4-dihydroxy-4-iminobutan-2-yl)imino-1-hydroxy-3-methylpentan-2-yl)imino-5-hydroxypentanoic acid
(4S)-4-({[(2S,5S,11S,14S,17S,20S,23S)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-3,6,9,12,15,18,21,26-octahydroxy-17-[(C-hydroxycarbonimidoyl)methyl]-5-[(4-hydroxyphenyl)methyl]-2-(2-methylpropyl)-11-(propan-2-yl)-1,4,7,10,13,16,19,22-octaazacyclohexacosa-1(26),3,6,9,12,15,18,21-octaen-23-yl](hydroxy)methylidene}amino)-4-{[(2S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-2-carboxy-1-{[(1S)-1-{[(1S)-1-{[(2R)-1-carboxy-2-hydroxypropyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}-2-phenylethyl]-C-hydroxycarbonimidoyl}-2-(1H-imidazol-5-yl)ethyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-(C-hydroxycarbonimidoyl)ethyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}butanoate
(4S)-4-[[[(2S,5S,11S,14S,17S,20S,23S)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-3,6,9,12,15,18,21,26-octahydroxy-17-(2-hydroxy-2-iminoethyl)-5-[(4-hydroxyphenyl)methyl]-2-(2-methylpropyl)-11-propan-2-yl-1,4,7,10,13,16,19,22-octazacyclohexacosa-3,6,9,12,15,18,21,26-octaen-23-yl]-hydroxymethylidene]amino]-5-[(3S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-3-carboxy-1-[(2S)-1-[(2S)-1-[(2R)-1-carboxy-2-hydroxypropyl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]imino-1-hydroxypropan-2-yl]imino-1-hydroxy-3-phenylpropan-2-yl]imino-1-hydroxy-3-(1H-imidazol-5-yl)propan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1,4-dihydroxy-4-iminobutan-2-yl]imino-1-hydroxy-3-methylpentan-2-yl]imino-5-hydroxypentanoic acid
(4S)-5-(((3S)-1-(((2S)-4-amino-1-(((2S)-1-(((2S)-1-(((2S)-1-(((2S)-3-carboxy-1-(((2S)-1-(((2S)-1-(((2R)-1-carboxy-2-hydroxypropyl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-1,4-dioxobutan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)amino)-4-(((2S,5S,11S,14S,17S,20S,23S)-17-(2-amino-2-oxoethyl)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-5-((4-hydroxyphenyl)methyl)-2-(2-methylpropyl)-3,6,9,12,15,18,21,26-octaoxo-11-propan-2-yl-1,4,7,10,13,16,19,22-octazacyclohexacosane-23-carbonyl)amino)-5-oxopentanoic acid
(4S)-5-[[(3S)-1-[[(2S)-4-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-3-carboxy-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-carboxy-2-hydroxypropyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-[[(2S,5S,11S,14S,17S,20S,23S)-17-(2-amino-2-oxoethyl)-14-(3-carbamimidamidopropyl)-20-(carboxymethyl)-5-[(4-hydroxyphenyl)methyl]-2-(2-methylpropyl)-3,6,9,12,15,18,21,26-octaoxo-11-propan-2-yl-1,4,7,10,13,16,19,22-octazacyclohexacosane-23-carbonyl]amino]-5-oxopentanoic acid
CHEBI:212260

2D Structure

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2D Structure of Leepeptin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.99% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 99.92% 83.82%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 99.76% 97.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.72% 96.09%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 99.61% 97.23%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 99.52% 90.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.31% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 99.26% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 99.04% 88.56%
CHEMBL1255126 O15151 Protein Mdm4 99.01% 90.20%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 98.80% 91.81%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 98.57% 98.94%
CHEMBL1937 Q92769 Histone deacetylase 2 98.30% 94.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 97.88% 91.71%
CHEMBL1293287 P14735 Insulin-degrading enzyme 97.50% 88.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 97.43% 96.90%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 97.07% 88.42%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 96.81% 95.00%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 96.80% 96.67%
CHEMBL2514 O95665 Neurotensin receptor 2 96.73% 100.00%
CHEMBL4071 P08311 Cathepsin G 96.40% 94.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.40% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.06% 95.56%
CHEMBL2535 P11166 Glucose transporter 95.80% 98.75%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 95.47% 85.00%
CHEMBL3837 P07711 Cathepsin L 94.90% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.70% 94.45%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 94.66% 98.33%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 94.63% 82.38%
CHEMBL4801 P29466 Caspase-1 94.57% 96.85%
CHEMBL255 P29275 Adenosine A2b receptor 94.01% 98.59%
CHEMBL259 P32245 Melanocortin receptor 4 93.98% 95.38%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 93.95% 96.11%
CHEMBL4123 P30989 Neurotensin receptor 1 93.54% 96.67%
CHEMBL221 P23219 Cyclooxygenase-1 93.52% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.37% 97.09%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.35% 93.10%
CHEMBL2821 P00748 Coagulation factor XII 93.28% 96.21%
CHEMBL3202 P48147 Prolyl endopeptidase 93.00% 90.65%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 92.62% 99.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 91.93% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.90% 95.89%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 91.80% 83.10%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.09% 99.23%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 91.00% 95.52%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.54% 97.14%
CHEMBL3176 O43603 Galanin receptor 2 89.56% 98.89%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 89.44% 92.32%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 89.29% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.22% 95.89%
CHEMBL2093869 P05106 Integrin alpha-IIb/beta-3 88.91% 95.42%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.82% 100.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 87.87% 96.33%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.80% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.67% 95.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.46% 94.66%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 87.10% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.59% 94.62%
CHEMBL1781 P11387 DNA topoisomerase I 86.35% 97.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.32% 93.00%
CHEMBL4461 Q9NTG7 NAD-dependent deacetylase sirtuin 3 86.31% 94.36%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 86.24% 96.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.19% 95.50%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 86.14% 96.25%
CHEMBL3524 P56524 Histone deacetylase 4 86.12% 92.97%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.54% 99.15%
CHEMBL220 P22303 Acetylcholinesterase 85.20% 94.45%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 84.67% 82.50%
CHEMBL4447 Q9Y337 Kallikrein 5 83.79% 87.50%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 83.66% 98.24%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 83.35% 97.43%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 83.25% 82.86%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.21% 85.31%
CHEMBL4302 P08183 P-glycoprotein 1 82.60% 92.98%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.52% 92.67%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.85% 94.00%
CHEMBL1949 P62937 Cyclophilin A 80.38% 98.57%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cross-Links

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PubChem 146683593
LOTUS LTS0077282
wikiData Q105270287