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Micropeptin LH925

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 b9bf0c7b-7180-42d8-ba2d-57b3412bcdb3
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name [3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-15-[4-(dimethylamino)butyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
SMILES (Canonical) CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=CC=C3)C)C(C)CC)O)CCCCN(C)C)NC(=O)C(COS(=O)(=O)O)O)C
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@H](C(=O)N1)CC3=CC=CC=C3)C)[C@@H](C)CC)O)CCCCN(C)C)NC(=O)C(COS(=O)(=O)O)O)C
InChI InChI=1S/C42H67N7O14S/c1-9-24(3)33-42(58)63-26(5)34(46-38(54)31(50)23-62-64(59,60)61)39(55)43-28(18-14-15-21-47(6)7)36(52)44-29-19-20-32(51)49(40(29)56)35(25(4)10-2)41(57)48(8)30(37(53)45-33)22-27-16-12-11-13-17-27/h11-13,16-17,24-26,28-35,50-51H,9-10,14-15,18-23H2,1-8H3,(H,43,55)(H,44,52)(H,45,53)(H,46,54)(H,59,60,61)/t24-,25-,26+,28-,29-,30-,31?,32+,33-,34-,35-/m0/s1
InChI Key HPIIIDVGWCXNRX-QGMUOMCCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H67N7O14S
Molecular Weight 926.10 g/mol
Exact Mass 925.44667101 g/mol
Topological Polar Surface Area (TPSA) 299.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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(3-(((2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis((2S)-butan-2-yl)-15-(4-(dimethylamino)butyl)-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo(16.3.1)docosan-12-yl)amino)-2-hydroxy-3-oxopropyl) hydrogen sulfate
[3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-15-[4-(dimethylamino)butyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
RefChem:158741
CHEBI:203889
DTXSID601335250
[3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-15-[4-(dimethylamino)butyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulate
3-({(2S,5S,8S,11R,12S,15S,18S,21R)-5-Benzyl-2,8-di[(2S)-butan-2-yl]-15-[4-(dimethylamino)butyl]-21-hydroxy-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)-2-hydroxy-3-oxopropyl hydrogen sulfate

2D Structure

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2D Structure of Micropeptin LH925

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6094 60.94%
Caco-2 - 0.8644 86.44%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.4722 47.22%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.8095 80.95%
OATP1B3 inhibitior + 0.8906 89.06%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6652 66.52%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.8719 87.19%
CYP3A4 substrate + 0.7448 74.48%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.7811 78.11%
CYP3A4 inhibition - 0.8649 86.49%
CYP2C9 inhibition - 0.7804 78.04%
CYP2C19 inhibition - 0.7668 76.68%
CYP2D6 inhibition - 0.8729 87.29%
CYP1A2 inhibition - 0.7945 79.45%
CYP2C8 inhibition + 0.6869 68.69%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5435 54.35%
Carcinogenicity (trinary) Non-required 0.5820 58.20%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.7684 76.84%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.5228 52.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4524 45.24%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5279 52.79%
skin sensitisation - 0.8406 84.06%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8850 88.50%
Acute Oral Toxicity (c) III 0.6229 62.29%
Estrogen receptor binding + 0.8351 83.51%
Androgen receptor binding + 0.6651 66.51%
Thyroid receptor binding + 0.5740 57.40%
Glucocorticoid receptor binding + 0.6754 67.54%
Aromatase binding + 0.5898 58.98%
PPAR gamma + 0.7869 78.69%
Honey bee toxicity - 0.6954 69.54%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9176 91.76%

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 99.91% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 99.35% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.32% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.83% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.80% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 96.59% 95.93%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.18% 90.08%
CHEMBL4072 P07858 Cathepsin B 94.73% 93.67%
CHEMBL333 P08253 Matrix metalloproteinase-2 93.59% 96.31%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.69% 93.03%
CHEMBL255 P29275 Adenosine A2b receptor 92.19% 98.59%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.59% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.20% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.22% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.13% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.57% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.98% 90.17%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.59% 97.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.17% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.82% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.90% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.71% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.04% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.55% 96.90%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.44% 94.66%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.55% 97.33%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.40% 82.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.15% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.10% 96.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.77% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.48% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.42% 86.33%

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 73054637
LOTUS LTS0198330
wikiData Q77381621