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Burkholidine 1213

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 123f1f20-817a-45bc-9070-84c14b5dd4e5
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (2S)-2-[(3S,6S,9S,15R,18R,25R)-9,15-bis(2-amino-2-oxoethyl)-25-[(2R,3R,4S)-2,3-dihydroxy-4-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentadecyl]-18-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-6-(hydroxymethyl)-21-methyl-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclopentacos-3-yl]-2-hydroxyacetamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H83N11O22/c1-3-4-5-6-7-8-9-10-11-12-33(85-52-44(76)42(74)32(67)23-84-52)41(73)31(66)17-26-18-36(70)57-24(2)46(78)62-38(40(72)25-13-15-27(65)16-14-25)51(83)60-28(19-34(53)68)47(79)56-21-37(71)59-29(20-35(54)69)48(80)61-30(22-64)49(81)63-39(50(82)58-26)43(75)45(55)77/h13-16,24,26,28-33,38-44,52,64-67,72-76H,3-12,17-23H2,1-2H3,(H2,53,68)(H2,54,69)(H2,55,77)(H,56,79)(H,57,70)(H,58,82)(H,59,71)(H,60,83)(H,61,80)(H,62,78)(H,63,81)/t24?,26-,28-,29+,30+,31-,32-,33+,38-,39+,40-,41-,42+,43+,44-,52-/m1/s1
InChI Key CKFPSWLWNVGXOH-IEYJUNIOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H83N11O22
Molecular Weight 1214.30 g/mol
Exact Mass 1213.57141332 g/mol
Topological Polar Surface Area (TPSA) 563.00 Ų
XlogP -4.70
Atomic LogP (AlogP) -8.19
H-Bond Acceptor 22
H-Bond Donor 20
Rotatable Bonds 25

Synonyms

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(2S)-2-[(3S,6S,9S,15R,18R,25R)-9,15-bis(2-amino-2-oxoethyl)-25-[(2R,3R,4S)-2,3-dihydroxy-4-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentadecyl]-18-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-6-(hydroxymethyl)-21-methyl-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclopentacos-3-yl]-2-hydroxyacetamide
(2S)-2-((3S,6S,9S,15R,18R,25R)-9,15-bis(2-amino-2-oxoethyl)-25-((2R,3R,4S)-2,3-dihydroxy-4-((2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl)oxypentadecyl)-18-((R)-hydroxy-(4-hydroxyphenyl)methyl)-6-(hydroxymethyl)-21-methyl-2,5,8,11,14,17,20,23-octaoxo-1,4,7,10,13,16,19,22-octazacyclopentacos-3-yl)-2-hydroxyacetamide
RefChem:121936
(2S)-2-((3S,6S,9S,15R,18R,25R)-25-((2R,3R,4S)-2,3-Dihydroxy-4-(((2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl)oxy)pentadecyl)-2,5,8,11,14,17,20,23-octahydroxy-18-((R)-hydroxy(4-hydroxyphenyl)methyl)-9,15-bis((C-hydroxycarbonimidoyl)methyl)-6-(hydroxymethyl)-21-methyl-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl)-2-hydroxyethanimidate
(2S)-2-[(3S,6S,9S,15R,18R,25R)-25-[(2R,3R,4S)-2,3-Dihydroxy-4-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}pentadecyl]-2,5,8,11,14,17,20,23-octahydroxy-18-[(R)-hydroxy(4-hydroxyphenyl)methyl]-9,15-bis[(C-hydroxycarbonimidoyl)methyl]-6-(hydroxymethyl)-21-methyl-1,4,7,10,13,16,19,22-octaazacyclopentacosa-1,4,7,10,13,16,19,22-octaen-3-yl]-2-hydroxyethanimidate
CHEBI:212419

2D Structure

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2D Structure of Burkholidine 1213

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5333 53.33%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4713 47.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8184 81.84%
OATP1B3 inhibitior + 0.9249 92.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9050 90.50%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.8871 88.71%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.7452 74.52%
CYP2C9 inhibition - 0.9233 92.33%
CYP2C19 inhibition - 0.8830 88.30%
CYP2D6 inhibition - 0.8363 83.63%
CYP1A2 inhibition - 0.8891 88.91%
CYP2C8 inhibition + 0.7888 78.88%
CYP inhibitory promiscuity - 0.9325 93.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6494 64.94%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.7773 77.73%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6086 60.86%
Human Ether-a-go-go-Related Gene inhibition + 0.7369 73.69%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5596 55.96%
skin sensitisation - 0.8751 87.51%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7324 73.24%
Acute Oral Toxicity (c) III 0.7093 70.93%
Estrogen receptor binding + 0.6977 69.77%
Androgen receptor binding + 0.7106 71.06%
Thyroid receptor binding + 0.5444 54.44%
Glucocorticoid receptor binding + 0.6321 63.21%
Aromatase binding + 0.6709 67.09%
PPAR gamma + 0.7174 71.74%
Honey bee toxicity - 0.7180 71.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5923 59.23%
Fish aquatic toxicity + 0.6702 67.02%

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 99.87% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.89% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.98% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.66% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.33% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.93% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.59% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 94.23% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.61% 90.08%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.38% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.02% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 90.64% 91.81%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 90.13% 95.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.98% 97.64%
CHEMBL299 P17252 Protein kinase C alpha 89.94% 98.03%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.93% 93.10%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.69% 92.08%
CHEMBL226 P30542 Adenosine A1 receptor 87.68% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.64% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.13% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.66% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.30% 89.67%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.96% 91.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.35% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.33% 97.29%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.49% 80.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.31% 92.86%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.08% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 81.99% 93.18%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.72% 96.90%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.57% 92.68%
CHEMBL2535 P11166 Glucose transporter 81.11% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 81.06% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.53% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.13% 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 139587140
LOTUS LTS0047260
wikiData Q77558943