PlantaeDB Logo
Login Sign-up

(2S)-2-[[(2S)-2-[[hydroxy-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic 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

Top
Internal ID b4ca1775-dea2-4e8b-b440-ab37d554d036
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-2-[[(2S)-2-[[hydroxy-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16+,17+,18+,19-,20+,23+/m1/s1
InChI Key ZPHBZEQOLSRPAK-IWOPNAARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H34N3O10P
Molecular Weight 543.50 g/mol
Exact Mass 543.19818129 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.23
H-Bond Acceptor 8
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S)-2-[[(2S)-2-[[hydroxy-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5887 58.87%
Caco-2 - 0.8926 89.26%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4132 41.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8807 88.07%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8567 85.67%
BSEP inhibitior + 0.8474 84.74%
P-glycoprotein inhibitior - 0.6011 60.11%
P-glycoprotein substrate + 0.6248 62.48%
CYP3A4 substrate + 0.6808 68.08%
CYP2C9 substrate - 0.6138 61.38%
CYP2D6 substrate - 0.8528 85.28%
CYP3A4 inhibition - 0.7460 74.60%
CYP2C9 inhibition - 0.8278 82.78%
CYP2C19 inhibition - 0.7963 79.63%
CYP2D6 inhibition - 0.8910 89.10%
CYP1A2 inhibition - 0.8286 82.86%
CYP2C8 inhibition + 0.4633 46.33%
CYP inhibitory promiscuity - 0.7590 75.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5290 52.90%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9662 96.62%
Skin irritation - 0.7808 78.08%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6425 64.25%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.8561 85.61%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8404 84.04%
Acute Oral Toxicity (c) III 0.5312 53.12%
Estrogen receptor binding + 0.6463 64.63%
Androgen receptor binding + 0.5914 59.14%
Thyroid receptor binding + 0.5133 51.33%
Glucocorticoid receptor binding + 0.5987 59.87%
Aromatase binding + 0.6005 60.05%
PPAR gamma + 0.6702 67.02%
Honey bee toxicity - 0.7212 72.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.8957 89.57%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1944 P08473 Neprilysin 2 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.73% 98.95%
CHEMBL3837 P07711 Cathepsin L 97.24% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.80% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 92.96% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.06% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.99% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 89.02% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.40% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.38% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.33% 96.00%
CHEMBL1255126 O15151 Protein Mdm4 87.44% 90.20%
CHEMBL3401 O75469 Pregnane X receptor 87.38% 94.73%
CHEMBL5028 O14672 ADAM10 86.45% 97.50%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 85.65% 85.83%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 85.45% 98.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.34% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.55% 100.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 81.23% 97.64%
CHEMBL255 P29275 Adenosine A2b receptor 80.68% 98.59%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.55% 88.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.28% 97.14%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.09% 83.10%

Plants that contains it

Top
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

Top
PubChem 139589190
LOTUS LTS0093267
wikiData Q105380895