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Micropeptin LH1048

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 76f5888c-3041-4a40-929c-1139ff2c542b
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (4S)-5-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-(octanoylamino)-5-oxopentanoic acid
SMILES (Canonical) CCCCCCCC(=O)NC(CCC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
SMILES (Isomeric) CCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCN=C(N)N)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
InChI InChI=1S/C52H76N10O13/c1-6-7-8-9-13-18-40(64)56-36(24-26-42(66)67)46(69)60-44-31(4)75-51(74)43(30(2)3)59-47(70)38(28-33-19-21-34(63)22-20-33)61(5)50(73)39(29-32-15-11-10-12-16-32)62-41(65)25-23-37(49(62)72)58-45(68)35(57-48(44)71)17-14-27-55-52(53)54/h10-12,15-16,19-22,30-31,35-39,41,43-44,63,65H,6-9,13-14,17-18,23-29H2,1-5H3,(H,56,64)(H,57,71)(H,58,68)(H,59,70)(H,60,69)(H,66,67)(H4,53,54,55)/t31-,35+,36+,37+,38+,39+,41-,43+,44+/m1/s1
InChI Key CUCYHZCOKFGZNB-ZPBSQBHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H76N10O13
Molecular Weight 1049.20 g/mol
Exact Mass 1048.55933252 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 0.62
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 21

Synonyms

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(4S)-5-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-(octanoylamino)-5-oxopentanoic acid
(4S)-5-(((2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-(3-((diaminomethylene)amino)propyl)-21-hydroxy-5-(4-hydroxybenzyl)-8-isopropyl-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosan-12-yl)amino)-4-octanamido-5-oxopentanoic acid
(4S)-5-(((2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-(3-((diaminomethylene)amino)propyl)-21-hydroxy-5-(4-hydroxybenzyl)-8-isopropyl-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl)amino)-4-octanamido-5-oxopentanoic acid
(4S)-5-(((2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-(3-(diaminomethylideneamino)propyl)-21-hydroxy-5-((4-hydroxyphenyl)methyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo(16.3.1)docosan-12-yl)amino)-4-(octanoylamino)-5-oxopentanoic acid
RefChem:158739
CHEBI:199926
DTXSID401046932

2D Structure

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2D Structure of Micropeptin LH1048

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5426 54.26%
Caco-2 - 0.8692 86.92%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.4160 41.60%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8094 80.94%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9141 91.41%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.8908 89.08%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 0.5923 59.23%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition - 0.8487 84.87%
CYP2C9 inhibition - 0.8335 83.35%
CYP2C19 inhibition - 0.7956 79.56%
CYP2D6 inhibition - 0.8757 87.57%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition + 0.7856 78.56%
CYP inhibitory promiscuity - 0.9937 99.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6130 61.30%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.7771 77.71%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6463 64.63%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8547 85.47%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6031 60.31%
Acute Oral Toxicity (c) III 0.5809 58.09%
Estrogen receptor binding + 0.8064 80.64%
Androgen receptor binding + 0.7070 70.70%
Thyroid receptor binding + 0.6016 60.16%
Glucocorticoid receptor binding + 0.5864 58.64%
Aromatase binding + 0.6397 63.97%
PPAR gamma + 0.7612 76.12%
Honey bee toxicity - 0.7229 72.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9437 94.37%

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 99.95% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 99.48% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 99.44% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 96.55% 92.08%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.14% 90.08%
CHEMBL4072 P07858 Cathepsin B 95.34% 93.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.71% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.67% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.32% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.94% 94.45%
CHEMBL4644 P41968 Melanocortin receptor 3 93.60% 99.52%
CHEMBL3837 P07711 Cathepsin L 93.50% 96.61%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 92.85% 97.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.18% 90.71%
CHEMBL236 P41143 Delta opioid receptor 91.56% 99.35%
CHEMBL221 P23219 Cyclooxygenase-1 91.11% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.83% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.83% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 89.55% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.36% 97.14%
CHEMBL4608 P33032 Melanocortin receptor 5 88.95% 97.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.69% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.42% 99.23%
CHEMBL1949 P62937 Cyclophilin A 87.62% 98.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.41% 89.00%
CHEMBL3891 P07384 Calpain 1 87.06% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.99% 86.33%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.78% 95.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.73% 82.38%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.71% 94.66%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.39% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 83.33% 97.23%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 82.37% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.26% 97.33%
CHEMBL2535 P11166 Glucose transporter 82.23% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.53% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.27% 91.81%
CHEMBL340 P08684 Cytochrome P450 3A4 80.20% 91.19%
CHEMBL2514 O95665 Neurotensin receptor 2 80.07% 100.00%

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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There are no matching plants.

Cross-Links

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PubChem 73054342
LOTUS LTS0036660
wikiData Q75068453