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[(4S,5R,6S,7S,8S,9R)-7-(3-acetylanilino)-6-amino-8,9-dihydroxy-4,9-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]nonan-8-yl]methyl 2-hydroxy-6-methylbenzoate

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 b1bd5af3-74b2-41ae-9e4e-5dc40d9ae553
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name [(4S,5R,6S,7S,8S,9R)-7-(3-acetylanilino)-6-amino-8,9-dihydroxy-4,9-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]nonan-8-yl]methyl 2-hydroxy-6-methylbenzoate
SMILES (Canonical) CC1C2(C(C(C(C2(C)O)(COC(=O)C3=C(C=CC=C3O)C)O)NC4=CC=CC(=C4)C(=O)C)N)NC(=O)O1
SMILES (Isomeric) C[C@H]1[C@@]2([C@H]([C@@H]([C@@]([C@]2(C)O)(COC(=O)C3=C(C=CC=C3O)C)O)NC4=CC=CC(=C4)C(=O)C)N)NC(=O)O1
InChI InChI=1S/C26H31N3O8/c1-13-7-5-10-18(31)19(13)22(32)36-12-25(35)21(28-17-9-6-8-16(11-17)14(2)30)20(27)26(24(25,4)34)15(3)37-23(33)29-26/h5-11,15,20-21,28,31,34-35H,12,27H2,1-4H3,(H,29,33)/t15-,20-,21-,24-,25+,26-/m0/s1
InChI Key GRYVVIDCTCRLJM-FIGCJUEWSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C26H31N3O8
Molecular Weight 513.50 g/mol
Exact Mass 513.21111496 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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SCHEMBL13225298

2D Structure

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2D Structure of [(4S,5R,6S,7S,8S,9R)-7-(3-acetylanilino)-6-amino-8,9-dihydroxy-4,9-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]nonan-8-yl]methyl 2-hydroxy-6-methylbenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5960 59.60%
Caco-2 - 0.8203 82.03%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.3971 39.71%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7814 78.14%
P-glycoprotein inhibitior + 0.6979 69.79%
P-glycoprotein substrate + 0.7393 73.93%
CYP3A4 substrate + 0.6553 65.53%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8390 83.90%
CYP3A4 inhibition - 0.7829 78.29%
CYP2C9 inhibition - 0.8693 86.93%
CYP2C19 inhibition - 0.8415 84.15%
CYP2D6 inhibition - 0.9019 90.19%
CYP1A2 inhibition - 0.7075 70.75%
CYP2C8 inhibition + 0.7302 73.02%
CYP inhibitory promiscuity - 0.8294 82.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5523 55.23%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9394 93.94%
Skin irritation - 0.7948 79.48%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7522 75.22%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8563 85.63%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7599 75.99%
Acute Oral Toxicity (c) III 0.6395 63.95%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.7657 76.57%
Thyroid receptor binding + 0.6969 69.69%
Glucocorticoid receptor binding + 0.7104 71.04%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.6797 67.97%
Honey bee toxicity - 0.8780 87.80%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9588 95.88%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.78% 86.33%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 96.18% 95.70%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.19% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.32% 93.03%
CHEMBL2996 Q05655 Protein kinase C delta 90.73% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.62% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.34% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.22% 91.07%
CHEMBL2535 P11166 Glucose transporter 90.10% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.73% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 89.19% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.74% 94.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.37% 81.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.94% 97.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.35% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.00% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.88% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.60% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.35% 94.45%
CHEMBL5028 O14672 ADAM10 84.31% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 84.27% 83.82%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.72% 96.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.81% 91.79%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.74% 83.10%
CHEMBL4530 P00488 Coagulation factor XIII 80.22% 96.00%
CHEMBL4208 P20618 Proteasome component C5 80.04% 90.00%

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 10346350
LOTUS LTS0010623
wikiData Q105016877