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(E,2R,3S,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methyl-N-[(3R)-1-methyl-2-oxoazepan-3-yl]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 a0c9bc57-3c49-46c7-a5ad-1a3333c50156
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,3S,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methyl-N-[(3R)-1-methyl-2-oxoazepan-3-yl]non-6-enamide
SMILES (Canonical) CC(C)C=CC(C(C(C(C(=O)NC1CCCCN(C1=O)C)OC)O)O)O
SMILES (Isomeric) CC(C)/C=C/[C@H]([C@@H]([C@@H]([C@H](C(=O)N[C@@H]1CCCCN(C1=O)C)OC)O)O)O
InChI InChI=1S/C18H32N2O6/c1-11(2)8-9-13(21)14(22)15(23)16(26-4)17(24)19-12-7-5-6-10-20(3)18(12)25/h8-9,11-16,21-23H,5-7,10H2,1-4H3,(H,19,24)/b9-8+/t12-,13-,14+,15+,16-/m1/s1
InChI Key BICMAOCAFVQWDC-MXSSZWBISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C18H32N2O6
Molecular Weight 372.50 g/mol
Exact Mass 372.22603674 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.58
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,2R,3S,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methyl-N-[(3R)-1-methyl-2-oxoazepan-3-yl]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 - 0.7447 74.47%
Caco-2 - 0.6801 68.01%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5432 54.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9294 92.94%
OATP1B3 inhibitior + 0.8786 87.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8538 85.38%
P-glycoprotein inhibitior - 0.7696 76.96%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.5814 58.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8533 85.33%
CYP3A4 inhibition - 0.7330 73.30%
CYP2C9 inhibition - 0.8926 89.26%
CYP2C19 inhibition - 0.9064 90.64%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.9134 91.34%
CYP2C8 inhibition - 0.9391 93.91%
CYP inhibitory promiscuity - 0.9963 99.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6500 65.00%
Eye corrosion - 0.9819 98.19%
Eye irritation - 0.9858 98.58%
Skin irritation - 0.7503 75.03%
Skin corrosion - 0.9197 91.97%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6088 60.88%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5355 53.55%
skin sensitisation - 0.8714 87.14%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4598 45.98%
Acute Oral Toxicity (c) III 0.6791 67.91%
Estrogen receptor binding + 0.6134 61.34%
Androgen receptor binding - 0.6293 62.93%
Thyroid receptor binding + 0.6411 64.11%
Glucocorticoid receptor binding + 0.5431 54.31%
Aromatase binding - 0.6549 65.49%
PPAR gamma - 0.6149 61.49%
Honey bee toxicity - 0.9059 90.59%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.7125 71.25%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.74% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.41% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.72% 93.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.58% 91.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.14% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.52% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.98% 93.10%
CHEMBL2474 P53582 Methionine aminopeptidase 1 84.28% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.00% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.95% 93.00%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.03% 95.34%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.90% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.79% 95.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.40% 98.33%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.36% 97.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.11% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.88% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.57% 94.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.44% 90.24%
CHEMBL5255 O00206 Toll-like receptor 4 80.28% 92.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.02% 89.50%

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 162967531
LOTUS LTS0229062
wikiData Q104936374