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Ardacin B

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 350be797-c23b-42d7-9153-04b76486dde5
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (1S,2R,18R,19R,22R,34S,37R,40R,52S)-64-[(2S,3R,4R,5S,6S)-6-carboxy-4,5-dihydroxy-3-(9-methyldecanoylamino)oxan-2-yl]oxy-5,15,32,65-tetrachloro-2,18,26,31,44,49-hexahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-47-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14,16,23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,62,65-henicosaene-52-carboxylic acid
SMILES (Canonical) CC(C)CCCCCCCC(=O)NC1C(C(C(OC1OC2=C3C=C4C=C2OC5=C(C=C(C=C5Cl)C(C6C(=O)NC(C7=C(C(=CC(=C7)O)OC8C(C(C(C(O8)CO)O)O)O)C9=C(C=CC(=C9)C(C(=O)N6)NC(=O)C4NC(=O)C1C2=C(C(=CC(=C2)OC2=C(C=CC(=C2)C(C(=O)NC(C(C2=CC(=C(O3)C=C2)Cl)O)C(=O)N1)NC)O)O)Cl)O)C(=O)O)O)Cl)C(=O)O)O)O
SMILES (Isomeric) CC(C)CCCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=C3C=C4C=C2OC5=C(C=C(C=C5Cl)[C@H]([C@H]6C(=O)N[C@@H](C7=C(C(=CC(=C7)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C9=C(C=CC(=C9)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]1C2=C(C(=CC(=C2)OC2=C(C=CC(=C2)[C@H](C(=O)N[C@H]([C@@H](C2=CC(=C(O3)C=C2)Cl)O)C(=O)N1)NC)O)O)Cl)O)C(=O)O)O)Cl)C(=O)O)O)O
InChI InChI=1S/C82H84Cl4N8O30/c1-29(2)9-7-5-4-6-8-10-52(100)88-62-66(104)68(106)72(80(116)117)124-81(62)123-71-49-22-33-23-50(71)120-70-41(84)19-34(20-42(70)85)64(102)61-78(113)92-59(79(114)115)38-24-35(96)25-48(121-82-69(107)67(105)65(103)51(28-95)122-82)53(38)37-17-30(11-14-43(37)97)56(74(109)94-61)89-75(110)57(33)90-76(111)58-39-26-36(27-45(99)54(39)86)118-47-21-31(12-15-44(47)98)55(87-3)73(108)93-60(77(112)91-58)63(101)32-13-16-46(119-49)40(83)18-32/h11-27,29,51,55-69,72,81-82,87,95-99,101-107H,4-10,28H2,1-3H3,(H,88,100)(H,89,110)(H,90,111)(H,91,112)(H,92,113)(H,93,108)(H,94,109)(H,114,115)(H,116,117)/t51-,55-,56-,57-,58+,59+,60-,61+,62-,63-,64-,65-,66-,67+,68+,69+,72+,81-,82+/m1/s1
InChI Key RRLODODSHAQKPU-HBAKJDICSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C82H84Cl4N8O30
Molecular Weight 1803.40 g/mol
Exact Mass 1802.401794 g/mol
Topological Polar Surface Area (TPSA) 598.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 29
H-Bond Donor 22
Rotatable Bonds 17

Synonyms

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Aridicin B
Antibiotic AAD-216B
AAD-216B
X66V65NS5Z
95935-22-1
UNII-X66V65NS5Z
Ristomycin A aglycone, 5,22,31,55-tetrachloro-7-demethyl-64-O-demethyl-56-O-(2-deoxy-2-((9-methyl-1-oxodecyl)amino)-beta-D-glucopyranuronosyl)-42-o-alpha-D-mannopyranosyl-N15-methyl-
SK&F-100814B
Q27293595
RISTOMYCIN A AGLYCONE, 5,22,31,55-TETRACHLORO-7-DEMETHYL-64-O-DEMETHYL-56-O-(2-DEOXY-2-((9-METHYL-1-OXODECYL)AMINO)-.BETA.-D-GLUCOPYRANURONOSYL)-42-O-.ALPHA.-D-MANNOPYRANOSYL-N15-METHYL-

2D Structure

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2D Structure of Ardacin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6670 66.70%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Nucleus 0.4853 48.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8213 82.13%
OATP1B3 inhibitior + 0.9122 91.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9658 96.58%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8160 81.60%
CYP3A4 substrate + 0.7592 75.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition - 0.5375 53.75%
CYP2C9 inhibition - 0.8475 84.75%
CYP2C19 inhibition - 0.8071 80.71%
CYP2D6 inhibition - 0.8782 87.82%
CYP1A2 inhibition - 0.8682 86.82%
CYP2C8 inhibition + 0.8736 87.36%
CYP inhibitory promiscuity - 0.7764 77.64%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.5620 56.20%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7687 76.87%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7561 75.61%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5729 57.29%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5712 57.12%
Acute Oral Toxicity (c) III 0.6456 64.56%
Estrogen receptor binding + 0.5559 55.59%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding + 0.8164 81.64%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.7364 73.64%
PPAR gamma + 0.7943 79.43%
Honey bee toxicity - 0.6273 62.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5547 55.47%
Fish aquatic toxicity + 0.9489 94.89%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.75% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 99.61% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.87% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.71% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.16% 99.15%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 95.99% 85.00%
CHEMBL3401 O75469 Pregnane X receptor 95.87% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.93% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.35% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.92% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.72% 97.09%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 91.36% 92.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.90% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.40% 96.21%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.10% 89.44%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.99% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.74% 89.62%
CHEMBL2535 P11166 Glucose transporter 87.71% 98.75%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.46% 97.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.19% 89.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.23% 89.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.09% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 85.67% 92.50%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.14% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.49% 86.33%
CHEMBL4208 P20618 Proteasome component C5 84.19% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.43% 86.92%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.14% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.59% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.75% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.86% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.33% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 86278230
LOTUS LTS0110228
wikiData Q27293595