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(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione

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 763242a4-9e8e-4be8-866a-530f90d12341
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name (1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione
SMILES (Canonical) CN1C2C(SSC3(C1=O)CC4(C(C=CC(C4ON3C2=O)O)Cl)O)C5=C(C(=C(C=C5)OC)OC)O
SMILES (Isomeric) CN1[C@@H]2[C@@H](SS[C@@]3(C1=O)C[C@@]4([C@@H](C=C[C@H]([C@@H]4ON3C2=O)O)Cl)O)C5=C(C(=C(C=C5)OC)OC)O
InChI InChI=1S/C21H23ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4-7,10,12-13,16-17,25-26,29H,8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1
InChI Key AWPMMJDFXQCEES-FEHKQZEWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H23ClN2O8S2
Molecular Weight 531.00 g/mol
Exact Mass 530.0584357 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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CHEBI:218137
(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione

2D Structure

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2D Structure of (1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.01,10.03,8]heptadec-5-ene-11,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8550 85.50%
Caco-2 - 0.7200 72.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.3442 34.42%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8759 87.59%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7691 76.91%
P-glycoprotein inhibitior - 0.4654 46.54%
P-glycoprotein substrate + 0.5255 52.55%
CYP3A4 substrate + 0.7130 71.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8128 81.28%
CYP3A4 inhibition + 0.7563 75.63%
CYP2C9 inhibition - 0.6209 62.09%
CYP2C19 inhibition - 0.5722 57.22%
CYP2D6 inhibition - 0.8538 85.38%
CYP1A2 inhibition - 0.6941 69.41%
CYP2C8 inhibition + 0.4823 48.23%
CYP inhibitory promiscuity + 0.5248 52.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7119 71.19%
Carcinogenicity (trinary) Non-required 0.5018 50.18%
Eye corrosion - 0.9772 97.72%
Eye irritation - 0.9562 95.62%
Skin irritation - 0.7551 75.51%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6343 63.43%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8238 82.38%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5656 56.56%
Acute Oral Toxicity (c) III 0.5600 56.00%
Estrogen receptor binding + 0.8103 81.03%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding + 0.7047 70.47%
Glucocorticoid receptor binding + 0.7907 79.07%
Aromatase binding + 0.5420 54.20%
PPAR gamma + 0.6553 65.53%
Honey bee toxicity - 0.7669 76.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9418 94.18%

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 98.23% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.88% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.88% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.79% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.49% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.73% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.66% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.27% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.83% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.32% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.26% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.86% 90.00%
CHEMBL217 P14416 Dopamine D2 receptor 83.16% 95.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.83% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.19% 97.33%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.88% 80.78%
CHEMBL2056 P21728 Dopamine D1 receptor 80.83% 91.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.77% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.76% 82.38%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.57% 98.00%

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 101913793
LOTUS LTS0272047
wikiData Q104920192