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(3S,6R,12S,14E,16R,18S)-6-[(3-chloro-4-hydroxyphenyl)methyl]-3,7,12,14,16,18-hexamethyl-1-oxa-4,7,10-triazacyclooctadec-14-ene-2,5,8,11-tetrone

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 db55365b-eacd-4005-ac3a-c2401c99db58
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S,6R,12S,14E,16R,18S)-6-[(3-chloro-4-hydroxyphenyl)methyl]-3,7,12,14,16,18-hexamethyl-1-oxa-4,7,10-triazacyclooctadec-14-ene-2,5,8,11-tetrone
SMILES (Canonical) CC1CC(OC(=O)C(NC(=O)C(N(C(=O)CNC(=O)C(CC(=C1)C)C)C)CC2=CC(=C(C=C2)O)Cl)C)C
SMILES (Isomeric) C[C@@H]\1C[C@@H](OC(=O)[C@@H](NC(=O)[C@H](N(C(=O)CNC(=O)[C@H](C/C(=C1)/C)C)C)CC2=CC(=C(C=C2)O)Cl)C)C
InChI InChI=1S/C27H38ClN3O6/c1-15-9-16(2)11-18(4)37-27(36)19(5)30-26(35)22(13-20-7-8-23(32)21(28)12-20)31(6)24(33)14-29-25(34)17(3)10-15/h7-9,12,16-19,22,32H,10-11,13-14H2,1-6H3,(H,29,34)(H,30,35)/b15-9+/t16-,17-,18-,19-,22+/m0/s1
InChI Key UDRDRTSTJUVBTL-ACWJOKAYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H38ClN3O6
Molecular Weight 536.10 g/mol
Exact Mass 535.2449136 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,6R,12S,14E,16R,18S)-6-[(3-chloro-4-hydroxyphenyl)methyl]-3,7,12,14,16,18-hexamethyl-1-oxa-4,7,10-triazacyclooctadec-14-ene-2,5,8,11-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9491 94.91%
Caco-2 - 0.7832 78.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4948 49.48%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.8241 82.41%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8734 87.34%
P-glycoprotein inhibitior + 0.7144 71.44%
P-glycoprotein substrate + 0.7380 73.80%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 0.6054 60.54%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.7567 75.67%
CYP2C9 inhibition - 0.7957 79.57%
CYP2C19 inhibition - 0.6165 61.65%
CYP2D6 inhibition - 0.8806 88.06%
CYP1A2 inhibition - 0.8307 83.07%
CYP2C8 inhibition + 0.6647 66.47%
CYP inhibitory promiscuity - 0.9017 90.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7234 72.34%
Carcinogenicity (trinary) Non-required 0.5459 54.59%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9601 96.01%
Skin irritation - 0.7669 76.69%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis + 0.5663 56.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7950 79.50%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8448 84.48%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8216 82.16%
Acute Oral Toxicity (c) III 0.6089 60.89%
Estrogen receptor binding + 0.6726 67.26%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding + 0.5643 56.43%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding - 0.5090 50.90%
PPAR gamma + 0.7207 72.07%
Honey bee toxicity - 0.7831 78.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9512 95.12%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.15% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.25% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.13% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.64% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.64% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.75% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.91% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.87% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.34% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.19% 89.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.58% 90.24%
CHEMBL217 P14416 Dopamine D2 receptor 84.41% 95.62%
CHEMBL3401 O75469 Pregnane X receptor 84.38% 94.73%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.23% 96.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.05% 90.08%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.24% 99.15%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.11% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.96% 97.09%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 82.86% 95.34%
CHEMBL1978 P11511 Cytochrome P450 19A1 82.32% 91.76%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.68% 90.71%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 81.57% 99.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.84% 86.92%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.55% 93.99%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.12% 93.65%

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 14486739
LOTUS LTS0034096
wikiData Q105270493