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diastovaricins II

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 04d1ed9e-c52b-4fdc-9d18-b6310ac5fc2c
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (2R)-2-acetamido-3-[[(7Z,9S,10S,11S,12E,14S,16E,20S,21S,22E,24Z,26E)-4,10,14,20-tetrahydroxy-3,7,9,11,17,21-hexamethyl-6,18,28,32,34-pentaoxo-29-azatricyclo[28.3.1.05,33]tetratriaconta-1(33),2,4,7,12,16,22,24,26,30-decaen-31-yl]sulfanyl]propanoic acid
SMILES (Canonical) CC1C=CC=CC=CC(=O)NC2=C(C(=O)C3=C(C2=O)C=C(C(=C3C(=O)C(=CC(C(C(C=CC(CC=C(C(=O)CC1O)C)O)C)O)C)C)O)C)SCC(C(=O)O)NC(=O)C
SMILES (Isomeric) C[C@H]1/C=C/C=C\C=C\C(=O)NC2=C(C(=O)C3=C(C2=O)C=C(C(=C3C(=O)/C(=C\[C@@H]([C@H]([C@H](/C=C/[C@H](C/C=C(/C(=O)C[C@@H]1O)\C)O)C)O)C)/C)O)C)SC[C@@H](C(=O)O)NC(=O)C
InChI InChI=1S/C44H52N2O12S/c1-22-12-10-8-9-11-13-34(51)46-37-41(55)30-19-27(6)40(54)36(35(30)42(56)43(37)59-21-31(44(57)58)45-28(7)47)39(53)26(5)18-25(4)38(52)24(3)15-17-29(48)16-14-23(2)33(50)20-32(22)49/h8-15,17-19,22,24-25,29,31-32,38,48-49,52,54H,16,20-21H2,1-7H3,(H,45,47)(H,46,51)(H,57,58)/b9-8-,12-10+,13-11+,17-15+,23-14+,26-18-/t22-,24-,25-,29-,31-,32-,38-/m0/s1
InChI Key VEDOKYSBCNXSGP-FJKGIEQNSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C44H52N2O12S
Molecular Weight 833.00 g/mol
Exact Mass 832.32409627 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.38
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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102228-99-9
Diastovaricin II
Naphthomycin J
(2R)-2-acetamido-3-[[(7Z,9S,10S,11S,12E,14S,16E,20S,21S,22E,24Z,26E)-4,10,14,20-tetrahydroxy-3,7,9,11,17,21-hexamethyl-6,18,28,32,34-pentaoxo-29-azatricyclo[28.3.1.05,33]tetratriaconta-1(33),2,4,7,12,16,22,24,26,30-decaen-31-yl]sulfanyl]propanoic acid
(4E,6Z)-30-((2-(Acetylamino)-2-carboxyethyl)thio)-30-dechloro-2-demethylnaphthomycin A
Naphthomycin A, 30-((2-(acetylamino)-2-carboxyethyl)thio)-30-dechloro-2-demethyl-, (4E,6Z)-

2D Structure

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2D Structure of diastovaricins II

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9438 94.38%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7282 72.82%
OATP2B1 inhibitior + 0.5713 57.13%
OATP1B1 inhibitior + 0.8020 80.20%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 0.9246 92.46%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9397 93.97%
P-glycoprotein inhibitior + 0.7460 74.60%
P-glycoprotein substrate + 0.8063 80.63%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.7494 74.94%
CYP2C9 inhibition - 0.7062 70.62%
CYP2C19 inhibition - 0.6660 66.60%
CYP2D6 inhibition - 0.8934 89.34%
CYP1A2 inhibition - 0.6776 67.76%
CYP2C8 inhibition + 0.7499 74.99%
CYP inhibitory promiscuity - 0.7122 71.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5600 56.00%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.7727 77.27%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis - 0.5124 51.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6570 65.70%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.6191 61.91%
skin sensitisation - 0.8470 84.70%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5376 53.76%
Acute Oral Toxicity (c) III 0.5929 59.29%
Estrogen receptor binding + 0.8267 82.67%
Androgen receptor binding + 0.7891 78.91%
Thyroid receptor binding + 0.6207 62.07%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.5800 58.00%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.7107 71.07%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9844 98.44%

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 99.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.18% 91.11%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 96.72% 95.52%
CHEMBL1937 Q92769 Histone deacetylase 2 96.52% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 96.01% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.43% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.39% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.29% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.13% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.24% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.07% 99.15%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.84% 93.03%
CHEMBL260 Q16539 MAP kinase p38 alpha 89.76% 97.78%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.39% 90.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.93% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.63% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 86.59% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.48% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.37% 91.19%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.23% 96.67%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.53% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.41% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.36% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.13% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 82.89% 95.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.13% 96.77%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.90% 88.84%
CHEMBL226 P30542 Adenosine A1 receptor 81.70% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.99% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.18% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.03% 96.90%

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 6438922
LOTUS LTS0200836
wikiData Q105284528