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Imaqobactin

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 b89b4638-9e9c-40b1-9940-0ac9afd73bab
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R)-2-[(3S,6S,9R)-9-[[(2S)-2-[[(2S,3S,4S)-4-(dodecanoylamino)-7-[formyl(hydroxy)amino]-3-hydroxy-2-methylheptanoyl]amino]-3-hydroxypropanoyl]amino]-13-hydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-2,5,8,14-tetraoxo-1-oxa-4,7,13-triazacyclohexadec-3-yl]-2-hydroxyacetic acid
SMILES (Canonical) CCCCCCCCCCCC(=O)NC(CCCN(C=O)O)C(C(C)C(=O)NC(CO)C(=O)NC1CCCN(C(=O)CC(OC(=O)C(NC(=O)C(NC1=O)C(C)O)C(C(=O)O)O)C)O)O
SMILES (Isomeric) CCCCCCCCCCCC(=O)N[C@@H](CCCN(C=O)O)[C@H]([C@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H]1CCCN(C(=O)CC(OC(=O)[C@@H](NC(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](C(=O)O)O)C)O)O
InChI InChI=1S/C41H71N7O17/c1-5-6-7-8-9-10-11-12-13-18-30(52)42-27(16-14-19-47(63)23-50)34(54)25(3)36(56)44-29(22-49)38(58)43-28-17-15-20-48(64)31(53)21-24(2)65-41(62)33(35(55)40(60)61)46-39(59)32(26(4)51)45-37(28)57/h23-29,32-35,49,51,54-55,63-64H,5-22H2,1-4H3,(H,42,52)(H,43,58)(H,44,56)(H,45,57)(H,46,59)(H,60,61)/t24?,25-,26+,27-,28+,29-,32-,33-,34-,35+/m0/s1
InChI Key WZPRZQBNZCRJBK-JDQYVFBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H71N7O17
Molecular Weight 934.00 g/mol
Exact Mass 933.49064382 g/mol
Topological Polar Surface Area (TPSA) 371.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -1.89
H-Bond Acceptor 16
H-Bond Donor 12
Rotatable Bonds 26

Synonyms

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(2R)-2-((3S,6S,9R)-9-(((2S)-2-(((2S,3S,4S)-1,3-dihydroxy-4-((1-hydroxydodecylidene)amino)-7-(N-hydroxyformamido)-2-methylheptylidene)amino)-1,3-dihydroxypropylidene)amino)-5,8,13-trihydroxy-6-((1R)-1-hydroxyethyl)-16-methyl-2,14-dioxo-1-oxa-4,7,13-triazacyclohexadeca-4,7-dien-3-yl)-2-hydroxyacetate
(2R)-2-((3S,6S,9R)-9-(((2S)-2-(((2S,3S,4S)-4-(dodecanoylamino)-7-(formyl(hydroxy)amino)-3-hydroxy-2-methylheptanoyl)amino)-3-hydroxypropanoyl)amino)-13-hydroxy-6-((1R)-1-hydroxyethyl)-16-methyl-2,5,8,14-tetraoxo-1-oxa-4,7,13-triazacyclohexadec-3-yl)-2-hydroxyacetic acid
(2R)-2-[(3S,6S,9R)-9-[[(2S)-2-[[(2S,3S,4S)-4-(dodecanoylamino)-7-[formyl(hydroxy)amino]-3-hydroxy-2-methylheptanoyl]amino]-3-hydroxypropanoyl]amino]-13-hydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-2,5,8,14-tetraoxo-1-oxa-4,7,13-triazacyclohexadec-3-yl]-2-hydroxyacetic acid
(2R)-2-[(3S,6S,9R)-9-{[(2S)-2-{[(2S,3S,4S)-1,3-dihydroxy-4-[(1-hydroxydodecylidene)amino]-7-(N-hydroxyformamido)-2-methylheptylidene]amino}-1,3-dihydroxypropylidene]amino}-5,8,13-trihydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-2,14-dioxo-1-oxa-4,7,13-triazacyclohexadeca-4,7-dien-3-yl]-2-hydroxyacetate
RefChem:147917
CHEBI:209081
(2R)-2-[(3S,6S,9R)-9-[[(2S)-2-[[(2S,3S,4S)-4-(dodecanoylamino)-7-[ormyl(hydroxy)amino]-3-hydroxy-2-methylheptanoyl]amino]-3-hydroxypropanoyl]amino]-13-hydroxy-6-[(1R)-1-hydroxyethyl]-16-methyl-2,5,8,14-tetraoxo-1-oxa-4,7,13-triazacyclohexadec-3-yl]-2-hydroxyacetic acid

2D Structure

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2D Structure of Imaqobactin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6862 68.62%
Caco-2 - 0.8597 85.97%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4576 45.76%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior + 0.9208 92.08%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7927 79.27%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate + 0.8624 86.24%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 0.6056 60.56%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition + 0.5085 50.85%
CYP2C9 inhibition - 0.8391 83.91%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.8766 87.66%
CYP1A2 inhibition - 0.8733 87.33%
CYP2C8 inhibition + 0.6668 66.68%
CYP inhibitory promiscuity - 0.9867 98.67%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7100 71.00%
Carcinogenicity (trinary) Non-required 0.4700 47.00%
Eye corrosion - 0.9806 98.06%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.7671 76.71%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4465 44.65%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.6134 61.34%
skin sensitisation - 0.8452 84.52%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5583 55.83%
Acute Oral Toxicity (c) III 0.6123 61.23%
Estrogen receptor binding + 0.8179 81.79%
Androgen receptor binding + 0.6707 67.07%
Thyroid receptor binding + 0.5309 53.09%
Glucocorticoid receptor binding + 0.5891 58.91%
Aromatase binding + 0.6154 61.54%
PPAR gamma + 0.7311 73.11%
Honey bee toxicity - 0.7505 75.05%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5319 53.19%
Fish aquatic toxicity - 0.4010 40.10%

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 99.86% 98.95%
CHEMBL333 P08253 Matrix metalloproteinase-2 98.23% 96.31%
CHEMBL5103 Q969S8 Histone deacetylase 10 98.12% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.03% 99.17%
CHEMBL321 P14780 Matrix metalloproteinase 9 97.93% 92.12%
CHEMBL3837 P07711 Cathepsin L 97.91% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 97.69% 94.66%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 97.35% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 96.52% 93.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.15% 97.64%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 94.78% 91.81%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 94.40% 93.10%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 93.81% 98.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.79% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL332 P03956 Matrix metalloproteinase-1 93.15% 94.50%
CHEMBL299 P17252 Protein kinase C alpha 93.06% 98.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.06% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.92% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.75% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.15% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.13% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.67% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.57% 95.50%
CHEMBL4072 P07858 Cathepsin B 90.49% 93.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.46% 96.90%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 89.82% 96.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.14% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.07% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.00% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 88.91% 98.10%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.79% 97.33%
CHEMBL2474 P53582 Methionine aminopeptidase 1 88.52% 97.09%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.80% 95.36%
CHEMBL230 P35354 Cyclooxygenase-2 87.73% 89.63%
CHEMBL2514 O95665 Neurotensin receptor 2 87.45% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.31% 92.88%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.09% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.95% 97.29%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.71% 98.05%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.33% 88.56%
CHEMBL236 P41143 Delta opioid receptor 85.71% 99.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.30% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.27% 96.38%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.87% 92.86%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 84.59% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.38% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 84.16% 94.45%
CHEMBL5028 O14672 ADAM10 83.47% 97.50%
CHEMBL3045 P05771 Protein kinase C beta 83.30% 97.63%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.07% 97.50%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.96% 96.33%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.85% 92.08%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.82% 82.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.42% 93.03%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.26% 96.25%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.09% 96.00%

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 139589929
LOTUS LTS0033540
wikiData Q105323384