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methyl (2S,3R)-3-hydroxy-2-[[(2S,3S)-3-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene-6-carbonyl]amino]butanoate

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 85d870fc-226e-4dfb-ab9e-3da24b49b889
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name methyl (2S,3R)-3-hydroxy-2-[[(2S,3S)-3-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene-6-carbonyl]amino]butanoate
SMILES (Canonical) CC(C(C(=O)OC)NC(=O)C1=CC2=C(C=C1)OC(C(C2)O)(C)CCC=C(C)C)O
SMILES (Isomeric) C[C@H]([C@@H](C(=O)OC)NC(=O)C1=CC2=C(C=C1)O[C@@]([C@H](C2)O)(C)CCC=C(C)C)O
InChI InChI=1S/C22H31NO6/c1-13(2)7-6-10-22(4)18(25)12-16-11-15(8-9-17(16)29-22)20(26)23-19(14(3)24)21(27)28-5/h7-9,11,14,18-19,24-25H,6,10,12H2,1-5H3,(H,23,26)/t14-,18+,19+,22+/m1/s1
InChI Key XUZVOJITPJGHEG-ARESOWRYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H31NO6
Molecular Weight 405.50 g/mol
Exact Mass 405.21513771 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3R)-3-hydroxy-2-[[(2S,3S)-3-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromene-6-carbonyl]amino]butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9121 91.21%
Caco-2 - 0.7065 70.65%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6141 61.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.8924 89.24%
MATE1 inhibitior - 0.9054 90.54%
OCT2 inhibitior - 0.9072 90.72%
BSEP inhibitior + 0.8540 85.40%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5823 58.23%
CYP3A4 substrate + 0.6504 65.04%
CYP2C9 substrate - 0.8119 81.19%
CYP2D6 substrate - 0.7907 79.07%
CYP3A4 inhibition - 0.6660 66.60%
CYP2C9 inhibition - 0.6770 67.70%
CYP2C19 inhibition - 0.6400 64.00%
CYP2D6 inhibition - 0.9035 90.35%
CYP1A2 inhibition - 0.5127 51.27%
CYP2C8 inhibition - 0.5850 58.50%
CYP inhibitory promiscuity - 0.8136 81.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6338 63.38%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9747 97.47%
Skin irritation - 0.7443 74.43%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6811 68.11%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4848 48.48%
Estrogen receptor binding - 0.5946 59.46%
Androgen receptor binding - 0.5118 51.18%
Thyroid receptor binding + 0.5474 54.74%
Glucocorticoid receptor binding - 0.5902 59.02%
Aromatase binding - 0.4870 48.70%
PPAR gamma + 0.5272 52.72%
Honey bee toxicity - 0.7737 77.37%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9837 98.37%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.81% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.87% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.84% 99.17%
CHEMBL4208 P20618 Proteasome component C5 92.24% 90.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 91.80% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 90.12% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 89.83% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.78% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.08% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.81% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.69% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 86.13% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.13% 85.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.23% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.06% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.68% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.73% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.46% 90.71%
CHEMBL5028 O14672 ADAM10 83.38% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.61% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.27% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.48% 97.09%

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 162820731
LOTUS LTS0026573
wikiData Q105342736