Wap-8294A1

Details

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Internal ID 0fbbfbc8-a0e8-4d1a-b849-f848b6973e58
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3-[33-(2-amino-1-hydroxy-2-oxoethyl)-12-(2-amino-2-oxoethyl)-6,18-bis(3-aminopropyl)-24-benzyl-30,36-bis(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-4,25-dimethyl-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38-tridecaoxo-40-pentyl-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37-dodecazacyclotetracont-15-yl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C72H109N17O21/c1-8-9-11-20-42-32-55(93)79-52(37-91)68(105)87-58(60(97)61(76)98)70(107)86-51(36-90)62(99)78-35-56(94)88(6)53(30-40-18-12-10-13-19-40)69(106)85-48(29-38(2)3)65(102)80-45(23-16-27-73)63(100)81-46(25-26-57(95)96)64(101)84-50(33-54(75)92)67(104)83-49(31-41-34-77-44-22-15-14-21-43(41)44)66(103)82-47(24-17-28-74)71(108)89(7)59(39(4)5)72(109)110-42/h10,12-15,18-19,21-22,34,38-39,42,45-53,58-60,77,90-91,97H,8-9,11,16-17,20,23-33,35-37,73-74H2,1-7H3,(H2,75,92)(H2,76,98)(H,78,99)(H,79,93)(H,80,102)(H,81,100)(H,82,103)(H,83,104)(H,84,101)(H,85,106)(H,86,107)(H,87,105)(H,95,96)
InChI Key FWROJRTZGTXNCS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C72H109N17O21
Molecular Weight 1548.70 g/mol
Exact Mass 1547.79839355 g/mol
Topological Polar Surface Area (TPSA) 610.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -5.27
H-Bond Acceptor 22
H-Bond Donor 19
Rotatable Bonds 26

Synonyms

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3-[33-(2-amino-1-hydroxy-2-oxoethyl)-12-(2-amino-2-oxoethyl)-6,18-bis(3-aminopropyl)-24-benzyl-30,36-bis(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-4,25-dimethyl-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38-tridecaoxo-40-pentyl-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37-dodecazacyclotetracont-15-yl]propanoic acid
3-(33-(2-amino-1-hydroxy-2-oxoethyl)-12-(2-amino-2-oxoethyl)-6,18-bis(3-aminopropyl)-24-benzyl-30,36-bis(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-4,25-dimethyl-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38-tridecaoxo-40-pentyl-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37-dodecazacyclotetracont-15-yl)propanoic acid
RefChem:194752
3-(6,18-Bis(3-aminopropyl)-24-benzyl-8,11,14,17,20,23,29,32,35,38-decahydroxy-33-(hydroxy(C-hydroxycarbonimidoyl)methyl)-12-((C-hydroxycarbonimidoyl)methyl)-30,36-bis(hydroxymethyl)-9-((1H-indol-3-yl)methyl)-4,25-dimethyl-21-(2-methylpropyl)-2,5,26-trioxo-40-pentyl-3-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37-dodecaazacyclotetraconta-7,10,13,16,19,22,28,31,34,37-decaen-15-yl)propanoate
3-[6,18-Bis(3-aminopropyl)-24-benzyl-8,11,14,17,20,23,29,32,35,38-decahydroxy-33-[hydroxy(C-hydroxycarbonimidoyl)methyl]-12-[(C-hydroxycarbonimidoyl)methyl]-30,36-bis(hydroxymethyl)-9-[(1H-indol-3-yl)methyl]-4,25-dimethyl-21-(2-methylpropyl)-2,5,26-trioxo-40-pentyl-3-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37-dodecaazacyclotetraconta-7,10,13,16,19,22,28,31,34,37-decaen-15-yl]propanoate
SCHEMBL30382163
CHEBI:223546

2D Structure

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2D Structure of Wap-8294A1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7723 77.23%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.4904 49.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8186 81.86%
OATP1B3 inhibitior + 0.9214 92.14%
MATE1 inhibitior - 0.8219 82.19%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9643 96.43%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8903 89.03%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7993 79.93%
CYP3A4 inhibition + 0.5448 54.48%
CYP2C9 inhibition - 0.7683 76.83%
CYP2C19 inhibition - 0.8100 81.00%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.9168 91.68%
CYP2C8 inhibition + 0.7923 79.23%
CYP inhibitory promiscuity - 0.8887 88.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5800 58.00%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7832 78.32%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7070 70.70%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5966 59.66%
skin sensitisation - 0.8871 88.71%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8897 88.97%
Acute Oral Toxicity (c) III 0.5685 56.85%
Estrogen receptor binding + 0.5356 53.56%
Androgen receptor binding + 0.7045 70.45%
Thyroid receptor binding + 0.7235 72.35%
Glucocorticoid receptor binding + 0.8237 82.37%
Aromatase binding + 0.7907 79.07%
PPAR gamma + 0.7762 77.62%
Honey bee toxicity - 0.6833 68.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6052 60.52%
Fish aquatic toxicity + 0.8448 84.48%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.96% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.25% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.59% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.22% 97.25%
CHEMBL4071 P08311 Cathepsin G 97.87% 94.64%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.01% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.92% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.59% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.36% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.62% 88.56%
CHEMBL2996 Q05655 Protein kinase C delta 93.80% 97.79%
CHEMBL5805 Q9NR97 Toll-like receptor 8 93.45% 96.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.70% 99.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 92.38% 95.00%
CHEMBL4581 P52732 Kinesin-like protein 1 92.08% 93.18%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.70% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.90% 86.33%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 90.82% 88.42%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.32% 97.29%
CHEMBL333 P08253 Matrix metalloproteinase-2 90.20% 96.31%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 90.04% 92.32%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.60% 97.09%
CHEMBL1781 P11387 DNA topoisomerase I 88.34% 97.00%
CHEMBL255 P29275 Adenosine A2b receptor 87.89% 98.59%
CHEMBL1949 P62937 Cyclophilin A 87.37% 98.57%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.03% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.41% 96.90%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.37% 92.62%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.34% 91.81%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.13% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 86.13% 96.37%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.96% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.09% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 83.77% 98.03%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.66% 85.83%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 82.40% 90.24%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.32% 92.68%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.24% 85.94%
CHEMBL3384 Q16512 Protein kinase N1 81.99% 80.71%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.89% 94.66%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.63% 92.08%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.53% 95.50%

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 102439063
LOTUS LTS0232461
wikiData Q77572757