Quinomycin A

Details

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Internal ID 7b6314b4-5d78-4f9f-a2a6-bfd59c5516e3
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name N-[(1R,4R,7R,11S,14R,17R,20R,24S)-2,4,12,15,17,25-hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide
SMILES (Canonical) CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
SMILES (Isomeric) C[C@@H]1C(=O)N([C@H]2CSC([C@@H](C(=O)N([C@H](C(=O)OC[C@H](C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)[C@H](NC(=O)[C@@H](COC(=O)[C@@H](N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C
InChI InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)/t27-,28-,35-,36-,37+,38+,39+,40-,51?/m1/s1
InChI Key AUJXLBOHYWTPFV-CVLRASHMSA-N
Popularity 280 references in papers

Physical and Chemical Properties

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Molecular Formula C51H64N12O12S2
Molecular Weight 1101.30 g/mol
Exact Mass 1100.42080787 g/mol
Topological Polar Surface Area (TPSA) 352.00 Ų
XlogP 2.70

Synonyms

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Quinomycin A
S-426-S (Lepetit)
Echinomycin A
512-64-1
N-[(11S,24S,1R,4R,7R,14R,17R,20R)-2,5,12,15,18,25-hexaaza-11,24-bis(methylethyl)-2,4,12,15,17,25-hexamethyl-27-methylthio-9,22-dioxa-3,6,10,13,16,19,23,26-octaoxo-20-(quinoxalin-2-ylcarbonylamino)-28-thiabicyclo[12.12.3]nonacos-7-yl]quinoxalin-2-ylcarboxamide
N-[(1R,4R,7R,11S,14R,17R,20R,24S)-11,24-diisopropyl-2,4,12,15,17,25-hexamethyl-29-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-7-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-20-yl]quinoxaline-2-carboxamide
N-[(1R,4R,7R,11S,14R,17R,20R,24S)-2,4,12,15,17,25-Hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide

2D Structure

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2D Structure of Quinomycin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.60% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.62% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.13% 99.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 94.35% 93.10%
CHEMBL2581 P07339 Cathepsin D 92.69% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.79% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 90.61% 88.42%
CHEMBL4208 P20618 Proteasome component C5 86.99% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.45% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.76% 90.71%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.72% 97.64%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.51% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.33% 89.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.10% 88.56%
CHEMBL5028 O14672 ADAM10 82.38% 97.50%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 82.12% 95.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.12% 95.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.46% 98.33%
CHEMBL2535 P11166 Glucose transporter 81.10% 98.75%

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 458034
LOTUS LTS0106429
wikiData Q104918976