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(E,2R,3R,4S,5R)-3,4,5-trihydroxy-N-[(3S,6S)-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8-methyl-non-6-enamide

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 2f1d03ec-2138-41da-94a4-8ea20283675c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name (E,2R,3R,4S,5R)-3,4,5-trihydroxy-N-[(3S,6S)-6-hydroxy-2-oxoazepan-3-yl]-2-methoxy-8-methylnon-6-enamide
SMILES (Canonical) CC(C)C=CC(C(C(C(C(=O)NC1CCC(CNC1=O)O)OC)O)O)O
SMILES (Isomeric) CC(C)/C=C/[C@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]1CC[C@@H](CNC1=O)O)OC)O)O)O
InChI InChI=1S/C17H30N2O7/c1-9(2)4-7-12(21)13(22)14(23)15(26-3)17(25)19-11-6-5-10(20)8-18-16(11)24/h4,7,9-15,20-23H,5-6,8H2,1-3H3,(H,18,24)(H,19,25)/b7-4+/t10-,11-,12+,13-,14+,15+/m0/s1
InChI Key QUZZOPFZTPGKCS-AITVLSCUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H30N2O7
Molecular Weight 374.40 g/mol
Exact Mass 374.20530130 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.95
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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SCHEMBL3192993
(4S,2R,3R,5R)-N-((3S,6S)-6-Hydroxy-2-oxoazaperhydroepin-3-yl)-3,4,5-trihydroxy-2-methoxy-8-methylnon-6-enamide
(E,2R,3R,4S,5R)-3,4,5-trihydroxy-N-[(3S,6S)-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8-methyl-non-6-enamide

2D Structure

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2D Structure of (E,2R,3R,4S,5R)-3,4,5-trihydroxy-N-[(3S,6S)-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8-methyl-non-6-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6227 62.27%
Caco-2 - 0.8041 80.41%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6469 64.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9336 93.36%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9098 90.98%
P-glycoprotein inhibitior - 0.8117 81.17%
P-glycoprotein substrate + 0.5504 55.04%
CYP3A4 substrate + 0.6010 60.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8533 85.33%
CYP3A4 inhibition - 0.9224 92.24%
CYP2C9 inhibition - 0.9188 91.88%
CYP2C19 inhibition - 0.9268 92.68%
CYP2D6 inhibition - 0.9211 92.11%
CYP1A2 inhibition - 0.9136 91.36%
CYP2C8 inhibition - 0.8099 80.99%
CYP inhibitory promiscuity - 0.9936 99.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6865 68.65%
Eye corrosion - 0.9819 98.19%
Eye irritation - 0.9799 97.99%
Skin irritation - 0.7482 74.82%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6406 64.06%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5423 54.23%
skin sensitisation - 0.8804 88.04%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6363 63.63%
Acute Oral Toxicity (c) III 0.6477 64.77%
Estrogen receptor binding + 0.6734 67.34%
Androgen receptor binding - 0.7416 74.16%
Thyroid receptor binding + 0.6302 63.02%
Glucocorticoid receptor binding - 0.5139 51.39%
Aromatase binding - 0.6556 65.56%
PPAR gamma - 0.5262 52.62%
Honey bee toxicity - 0.8285 82.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity - 0.8602 86.02%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.45% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.41% 92.88%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.18% 93.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.77% 91.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.23% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.90% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.09% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.52% 90.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.13% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.00% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.78% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 85.22% 95.93%
CHEMBL2474 P53582 Methionine aminopeptidase 1 84.63% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.60% 94.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.12% 80.96%
CHEMBL2535 P11166 Glucose transporter 82.87% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.48% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.26% 91.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.22% 89.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.97% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 81.92% 98.59%
CHEMBL4015 P41597 C-C chemokine receptor type 2 81.54% 98.57%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.39% 93.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.11% 97.14%

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 6476094
LOTUS LTS0139114
wikiData Q105228523