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[(1R,4S,7S,9S)-4-benzyl-14-hydroxy-1-(2-methylbut-3-en-2-yl)-3,6-dioxo-5-oxa-2,16-diazatetracyclo[7.7.0.02,7.010,15]hexadeca-10(15),11,13-trien-9-yl] acetate

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 dd59a2b1-d1e7-4ba4-8661-9ab9c95c1645
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
IUPAC Name [(1R,4S,7S,9S)-4-benzyl-14-hydroxy-1-(2-methylbut-3-en-2-yl)-3,6-dioxo-5-oxa-2,16-diazatetracyclo[7.7.0.02,7.010,15]hexadeca-10(15),11,13-trien-9-yl] acetate
SMILES (Canonical) CC(=O)OC12CC3C(=O)OC(C(=O)N3C1(NC4=C2C=CC=C4O)C(C)(C)C=C)CC5=CC=CC=C5
SMILES (Isomeric) CC(=O)O[C@]12C[C@H]3C(=O)O[C@H](C(=O)N3[C@]1(NC4=C2C=CC=C4O)C(C)(C)C=C)CC5=CC=CC=C5
InChI InChI=1S/C27H28N2O6/c1-5-25(3,4)27-26(35-16(2)30,18-12-9-13-20(31)22(18)28-27)15-19-24(33)34-21(23(32)29(19)27)14-17-10-7-6-8-11-17/h5-13,19,21,28,31H,1,14-15H2,2-4H3/t19-,21-,26-,27+/m0/s1
InChI Key JLUYABBECFTSKK-AGEKVHLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H28N2O6
Molecular Weight 476.50 g/mol
Exact Mass 476.19473662 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4S,7S,9S)-4-benzyl-14-hydroxy-1-(2-methylbut-3-en-2-yl)-3,6-dioxo-5-oxa-2,16-diazatetracyclo[7.7.0.02,7.010,15]hexadeca-10(15),11,13-trien-9-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6590 65.90%
Caco-2 - 0.6680 66.80%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5231 52.31%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8750 87.50%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9066 90.66%
BSEP inhibitior + 0.9089 90.89%
P-glycoprotein inhibitior + 0.7890 78.90%
P-glycoprotein substrate + 0.5816 58.16%
CYP3A4 substrate + 0.6842 68.42%
CYP2C9 substrate - 0.8103 81.03%
CYP2D6 substrate - 0.8398 83.98%
CYP3A4 inhibition - 0.7349 73.49%
CYP2C9 inhibition - 0.6769 67.69%
CYP2C19 inhibition - 0.6808 68.08%
CYP2D6 inhibition - 0.8693 86.93%
CYP1A2 inhibition - 0.7959 79.59%
CYP2C8 inhibition + 0.5884 58.84%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4947 49.47%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9359 93.59%
Skin irritation - 0.7957 79.57%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7205 72.05%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5648 56.48%
skin sensitisation - 0.8613 86.13%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4784 47.84%
Acute Oral Toxicity (c) III 0.6054 60.54%
Estrogen receptor binding + 0.6836 68.36%
Androgen receptor binding + 0.7866 78.66%
Thyroid receptor binding + 0.6131 61.31%
Glucocorticoid receptor binding + 0.7742 77.42%
Aromatase binding - 0.4895 48.95%
PPAR gamma + 0.6797 67.97%
Honey bee toxicity - 0.7782 77.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9689 96.89%

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
CHEMBL2581 P07339 Cathepsin D 97.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.34% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.43% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.61% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.27% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.18% 94.62%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.72% 90.93%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.38% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.93% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.65% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 85.87% 97.05%
CHEMBL3401 O75469 Pregnane X receptor 84.89% 94.73%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.38% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.15% 95.89%
CHEMBL204 P00734 Thrombin 84.05% 96.01%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.74% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.72% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.57% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.01% 95.89%

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 10151980
LOTUS LTS0222687
wikiData Q103813565