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Thioholgamide A

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 66e87fef-a870-42bc-8d4f-0a782db0a6f3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name N-[9-benzyl-6-[(1,3-dimethylimidazol-1-ium-4-yl)-hydroxymethyl]-12,19-dimethyl-5,8,11,14,17-pentaoxo-15-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadec-2-en-18-yl]-2-[2-[2-[2-[[2-[[3-methyl-2-(2-oxopropanoylamino)butanethioyl]amino]-4-methylsulfanylbutanethioyl]amino]propanoylamino]propanethioylamino]propanethioylamino]propanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H84N14O10S6/c1-27(2)40-51(79)58-29(5)46(74)63-38(24-36-18-16-15-17-19-36)49(77)68-43(44(72)39-25-69(12)26-70(39)13)50(78)57-21-23-86-35(11)42(52(80)65-40)67-47(75)31(7)60-54(82)33(9)62-53(81)32(8)59-45(73)30(6)61-55(83)37(20-22-85-14)64-56(84)41(28(3)4)66-48(76)34(10)71/h15-19,21,23,25-33,35,37-38,40-44,72H,20,22,24H2,1-14H3,(H11-,57,58,59,60,61,62,63,64,65,66,67,68,73,74,75,76,77,78,79,80,81,82,83,84)/p+1
InChI Key FRMXVRMEEBFTBC-UHFFFAOYSA-O
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C56H85N14O10S6+
Molecular Weight 1306.80 g/mol
Exact Mass 1305.48973700 g/mol
Topological Polar Surface Area (TPSA) 506.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 17
H-Bond Donor 13
Rotatable Bonds 23

Synonyms

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N-(9-benzyl-6-((1,3-dimethylimidazol-1-ium-4-yl)-hydroxymethyl)-12,19-dimethyl-5,8,11,14,17-pentaoxo-15-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadec-2-en-18-yl)-2-(2-(2-(2-((2-((3-methyl-2-(2-oxopropanoylamino)butanethioyl)amino)-4-methylsulfanylbutanethioyl)amino)propanoylamino)propanethioylamino)propanethioylamino)propanamide
N-[9-benzyl-6-[(1,3-dimethylimidazol-1-ium-4-yl)-hydroxymethyl]-12,19-dimethyl-5,8,11,14,17-pentaoxo-15-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadec-2-en-18-yl]-2-[2-[2-[2-[[2-[[3-methyl-2-(2-oxopropanoylamino)butanethioyl]amino]-4-methylsulfanylbutanethioyl]amino]propanoylamino]propanethioylamino]propanethioylamino]propanamide
RefChem:189540
5-((9-benzyl-5,8,11,14,17-pentahydroxy-18-((1-hydroxy-2-((2-((2-((1-hydroxy-2-((2-((2-((1-hydroxy-2-oxopropylidene)amino)-3-methyl-1-sulphanylbutylidene)amino)-4-(methylsulphanyl)-1-sulphanylbutylidene)amino)propylidene)amino)-1-sulphanylpropylidene)amino)-1-sulphanylpropylidene)amino)propylidene)amino)-12,19-dimethyl-15-(propan-2-yl)-1-thia-4,7,10,13,16-pentaazacyclononadeca-2,4,7,10,13,16-hexaen-6-yl)(hydroxy)methyl)-1,3-dimethyl-1H-imidazol-3-ium
5-({9-benzyl-5,8,11,14,17-pentahydroxy-18-[(1-hydroxy-2-{[2-({2-[(1-hydroxy-2-{[2-({2-[(1-hydroxy-2-oxopropylidene)amino]-3-methyl-1-sulphanylbutylidene}amino)-4-(methylsulphanyl)-1-sulphanylbutylidene]amino}propylidene)amino]-1-sulphanylpropylidene}amino)-1-sulphanylpropylidene]amino}propylidene)amino]-12,19-dimethyl-15-(propan-2-yl)-1-thia-4,7,10,13,16-pentaazacyclononadeca-2,4,7,10,13,16-hexaen-6-yl}(hydroxy)methyl)-1,3-dimethyl-1H-imidazol-3-ium
CHEBI:217237
N-[9-benzyl-6-[(1,3-dimethylimidazol-1-ium-4-yl)-hydroxymethyl]-12,19-dimethyl-5,8,11,14,17-pentaoxo-15-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadec-2-en-18-yl]-2-[2-[2-[2-[[2-[[3-methyl-2-(2-oxopropanoylamino)butanethioyl]amino]-4-methylsulanylbutanethioyl]amino]propanoylamino]propanethioylamino]propanethioylamino]propanamide

2D Structure

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2D Structure of Thioholgamide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6932 69.32%
Caco-2 - 0.8598 85.98%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.3653 36.53%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.9241 92.41%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9696 96.96%
P-glycoprotein inhibitior + 0.7432 74.32%
P-glycoprotein substrate + 0.8741 87.41%
CYP3A4 substrate + 0.7448 74.48%
CYP2C9 substrate + 0.5943 59.43%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.6766 67.66%
CYP2C9 inhibition - 0.7706 77.06%
CYP2C19 inhibition - 0.7293 72.93%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.8044 80.44%
CYP2C8 inhibition + 0.7573 75.73%
CYP inhibitory promiscuity - 0.8864 88.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.7563 75.63%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7200 72.00%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5859 58.59%
skin sensitisation - 0.8370 83.70%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5663 56.63%
Acute Oral Toxicity (c) III 0.6369 63.69%
Estrogen receptor binding + 0.7063 70.63%
Androgen receptor binding + 0.7263 72.63%
Thyroid receptor binding + 0.6665 66.65%
Glucocorticoid receptor binding + 0.7305 73.05%
Aromatase binding + 0.7057 70.57%
PPAR gamma + 0.7556 75.56%
Honey bee toxicity - 0.6791 67.91%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8969 89.69%

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 99.91% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.87% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 99.31% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.39% 90.17%
CHEMBL4072 P07858 Cathepsin B 93.17% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.92% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.24% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 90.08% 95.93%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.59% 97.64%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.62% 93.56%
CHEMBL255 P29275 Adenosine A2b receptor 88.43% 98.59%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.75% 93.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.43% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.11% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.64% 97.14%
CHEMBL3308 P55212 Caspase-6 86.05% 97.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.68% 98.05%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.25% 90.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.10% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.94% 89.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.51% 96.90%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.93% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.87% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.54% 93.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.66% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.64% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.45% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.79% 98.33%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 81.25% 88.42%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.27% 100.00%

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 139588609
LOTUS LTS0032225
wikiData Q104166715