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(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-2-[(1S,3S,4S,5R,8S)-2,4,5,8-tetrahydroxy-7-oxa-2-azabicyclo[3.2.1]octan-3-yl]acetic acid

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 18fc6286-f5d7-42bd-afd3-fdc4c823949d
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-2-[(1S,3S,4S,5R,8S)-2,4,5,8-tetrahydroxy-7-oxa-2-azabicyclo[3.2.1]octan-3-yl]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C17H23N3O9/c18-9(5-7-1-3-8(21)4-2-7)14(24)19-10(16(25)26)11-12(22)17(27)6-29-15(13(17)23)20(11)28/h1-4,9-13,15,21-23,27-28H,5-6,18H2,(H,19,24)(H,25,26)/t9-,10-,11-,12-,13+,15-,17+/m0/s1
InChI Key JOBDOAKLPNMGKV-CTKKUSJGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C17H23N3O9
Molecular Weight 413.40 g/mol
Exact Mass 413.14342932 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP -4.70
Atomic LogP (AlogP) -3.29
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-2-[(1S,3S,4S,5R,8S)-2,4,5,8-tetrahydroxy-7-oxa-2-azabicyclo[3.2.1]octan-3-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5541 55.41%
Caco-2 - 0.9087 90.87%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.3380 33.80%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.9151 91.51%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6566 65.66%
P-glycoprotein inhibitior - 0.8779 87.79%
P-glycoprotein substrate + 0.5536 55.36%
CYP3A4 substrate + 0.5976 59.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8128 81.28%
CYP3A4 inhibition - 0.8215 82.15%
CYP2C9 inhibition - 0.8565 85.65%
CYP2C19 inhibition - 0.8326 83.26%
CYP2D6 inhibition - 0.8717 87.17%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition - 0.5794 57.94%
CYP inhibitory promiscuity - 0.9167 91.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5311 53.11%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.9819 98.19%
Skin irritation - 0.7700 77.00%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6496 64.96%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5507 55.07%
skin sensitisation - 0.8340 83.40%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8395 83.95%
Acute Oral Toxicity (c) III 0.5829 58.29%
Estrogen receptor binding + 0.6512 65.12%
Androgen receptor binding + 0.6687 66.87%
Thyroid receptor binding - 0.5536 55.36%
Glucocorticoid receptor binding + 0.5642 56.42%
Aromatase binding - 0.5474 54.74%
PPAR gamma + 0.5249 52.49%
Honey bee toxicity - 0.8763 87.63%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.5892 58.92%

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 98.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.99% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.84% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL233 P35372 Mu opioid receptor 96.49% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 92.77% 95.93%
CHEMBL4040 P28482 MAP kinase ERK2 92.12% 83.82%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 91.32% 92.29%
CHEMBL2514 O95665 Neurotensin receptor 2 89.91% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.51% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.43% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.80% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 87.10% 91.19%
CHEMBL3384 Q16512 Protein kinase N1 84.83% 80.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.50% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.39% 95.89%
CHEMBL236 P41143 Delta opioid receptor 83.27% 99.35%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.63% 85.00%
CHEMBL3891 P07384 Calpain 1 82.60% 93.04%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.54% 99.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.11% 89.67%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.63% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.40% 95.56%
CHEMBL1255126 O15151 Protein Mdm4 80.68% 90.20%

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 162885038
LOTUS LTS0026382
wikiData Q105132232