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Jizanpeptin A

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 78eaf81b-8eb3-4b16-95a2-be0f40ce112e
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name [(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-[(3-bromo-4-methoxyphenyl)methyl]-8-[(2S)-butan-2-yl]-2-[(2R)-butan-2-yl]-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]-3-methyl-1-oxobutan-2-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(=C(C=C3)OC)Br)C)C(C)CC)O)CCCCN)NC(=O)C(C(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(=C(C=C3)OC)Br)C)[C@H](C)CC)O)CCCCN)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](COS(=O)(=O)O)O)C
InChI InChI=1S/C46H73BrN8O16S/c1-10-24(5)36-46(65)71-26(7)37(53-42(61)35(23(3)4)51-41(60)32(56)22-70-72(66,67)68)43(62)49-29(14-12-13-19-48)39(58)50-30-16-18-34(57)55(44(30)63)38(25(6)11-2)45(64)54(8)31(40(59)52-36)21-27-15-17-33(69-9)28(47)20-27/h15,17,20,23-26,29-32,34-38,56-57H,10-14,16,18-19,21-22,48H2,1-9H3,(H,49,62)(H,50,58)(H,51,60)(H,52,59)(H,53,61)(H,66,67,68)/t24-,25+,26+,29-,30-,31-,32+,34+,35+,36-,37-,38-/m0/s1
InChI Key TYBGMNWFFZOLIN-FRYYNXATSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C46H73BrN8O16S
Molecular Weight 1106.10 g/mol
Exact Mass 1104.40486 g/mol
Topological Polar Surface Area (TPSA) 360.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.44
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 19

Synonyms

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((2R)-3-(((2R)-1-(((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-((3-bromo-4-methoxyphenyl)methyl)-8-((2S)-butan-2-yl)-2-((2R)-butan-2-yl)-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)-3-methyl-1-oxobutan-2-yl)amino)-2-hydroxy-3-oxopropyl) hydrogen sulfate
(2R)-N-((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-((3-bromo-4-methoxyphenyl)methyl)-2-((2R)-butan-2-yl)-8-((2S)-butan-2-yl)-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosa-6,13,16-trien-12-yl)-2-(((2R)-1,2-dihydroxy-3-(sulfooxy)propylidene)amino)-3-methylbutanimidate
(2R)-N-((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-((3-bromo-4-methoxyphenyl)methyl)-2-((2R)-butan-2-yl)-8-((2S)-butan-2-yl)-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosa-6,13,16-trien-12-yl)-2-(((2R)-1,2-dihydroxy-3-(sulphooxy)propylidene)amino)-3-methylbutanimidate
(2R)-N-((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-((3-bromo-4-methoxyphenyl)methyl)-2-((2R)-butan-2-yl)-8-((2S)-butan-2-yl)-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosa-6,13,16-trien-12-yl)-2-(((2R)-1,2-dihydroxy-3-(sulphooxy)propylidene)amino)-3-methylbutanimidic acid
(2R)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-[(3-bromo-4-methoxyphenyl)methyl]-2-[(2R)-butan-2-yl]-8-[(2S)-butan-2-yl]-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2-{[(2R)-1,2-dihydroxy-3-(sulfooxy)propylidene]amino}-3-methylbutanimidate
(2R)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-[(3-bromo-4-methoxyphenyl)methyl]-2-[(2R)-butan-2-yl]-8-[(2S)-butan-2-yl]-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2-{[(2R)-1,2-dihydroxy-3-(sulphooxy)propylidene]amino}-3-methylbutanimidate
(2R)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-Aminobutyl)-5-[(3-bromo-4-methoxyphenyl)methyl]-2-[(2R)-butan-2-yl]-8-[(2S)-butan-2-yl]-6,13,16,21-tetrahydroxy-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2-{[(2R)-1,2-dihydroxy-3-(sulphooxy)propylidene]amino}-3-methylbutanimidic acid
[(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-[(3-bromo-4-methoxyphenyl)methyl]-8-[(2S)-butan-2-yl]-2-[(2R)-butan-2-yl]-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]-3-methyl-1-oxobutan-2-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
RefChem:150497
CHEMBL4176442
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Jizanpeptin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7475 74.75%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.5419 54.19%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8229 82.29%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8697 86.97%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.8838 88.38%
CYP3A4 substrate + 0.7396 73.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8040 80.40%
CYP3A4 inhibition - 0.7563 75.63%
CYP2C9 inhibition - 0.7074 70.74%
CYP2C19 inhibition - 0.6665 66.65%
CYP2D6 inhibition - 0.8329 83.29%
CYP1A2 inhibition - 0.7442 74.42%
CYP2C8 inhibition + 0.7913 79.13%
CYP inhibitory promiscuity - 0.8527 85.27%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5235 52.35%
Carcinogenicity (trinary) Non-required 0.5628 56.28%
Eye corrosion - 0.9771 97.71%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.7602 76.02%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6517 65.17%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.5233 52.33%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8702 87.02%
Acute Oral Toxicity (c) III 0.5831 58.31%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.7240 72.40%
Thyroid receptor binding + 0.5870 58.70%
Glucocorticoid receptor binding + 0.6406 64.06%
Aromatase binding + 0.6609 66.09%
PPAR gamma + 0.8174 81.74%
Honey bee toxicity - 0.6652 66.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9595 95.95%

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 99.67% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.63% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.53% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.31% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.92% 95.56%
CHEMBL4072 P07858 Cathepsin B 96.66% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.49% 97.25%
CHEMBL3492 P49721 Proteasome Macropain subunit 95.17% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.43% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.41% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.19% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.03% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.78% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 93.74% 98.59%
CHEMBL4588 P22894 Matrix metalloproteinase 8 93.70% 94.66%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.22% 97.09%
CHEMBL333 P08253 Matrix metalloproteinase-2 93.18% 96.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.99% 92.88%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.53% 93.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.12% 89.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 91.09% 96.90%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.40% 82.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.69% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.67% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.52% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 87.98% 95.93%
CHEMBL3837 P07711 Cathepsin L 87.83% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.82% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.77% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.67% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.68% 95.50%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 86.61% 97.31%
CHEMBL4581 P52732 Kinesin-like protein 1 86.14% 93.18%
CHEMBL1801 P00747 Plasminogen 84.97% 92.44%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.73% 98.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.56% 94.00%
CHEMBL325 Q13547 Histone deacetylase 1 84.56% 95.92%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.24% 91.11%
CHEMBL1949 P62937 Cyclophilin A 83.93% 98.57%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.81% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.16% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.61% 94.33%
CHEMBL4198 P98170 Inhibitor of apoptosis protein 3 82.29% 97.79%
CHEMBL283 P08254 Matrix metalloproteinase 3 81.85% 97.29%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 81.34% 95.34%
CHEMBL3384 Q16512 Protein kinase N1 81.27% 80.71%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.47% 92.32%

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 139590025
LOTUS LTS0015871
wikiData Q104887386