2-hydroxy-2-methyl-N-[(2S)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]propanamide

Details

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Internal ID f57444af-468d-4aab-a554-0f22edb28397
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives
IUPAC Name 2-hydroxy-2-methyl-N-[(2S)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]propanamide
SMILES (Canonical) CC(C)(C(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2)O
SMILES (Isomeric) CC(C)(C(=O)N[C@@H]1CCCN1C(=O)/C=C/C2=CC=CC=C2)O
InChI InChI=1S/C17H22N2O3/c1-17(2,22)16(21)18-14-9-6-12-19(14)15(20)11-10-13-7-4-3-5-8-13/h3-5,7-8,10-11,14,22H,6,9,12H2,1-2H3,(H,18,21)/b11-10+/t14-/m0/s1
InChI Key YUSUBTWFELLECN-VNDWYCCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H22N2O3
Molecular Weight 302.37 g/mol
Exact Mass 302.16304257 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-hydroxy-2-methyl-N-[(2S)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]propanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8780 87.80%
Caco-2 + 0.6980 69.80%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7592 75.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9232 92.32%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5722 57.22%
P-glycoprotein inhibitior - 0.8604 86.04%
P-glycoprotein substrate - 0.7288 72.88%
CYP3A4 substrate - 0.5170 51.70%
CYP2C9 substrate - 0.8123 81.23%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.8181 81.81%
CYP2C9 inhibition - 0.8297 82.97%
CYP2C19 inhibition - 0.7712 77.12%
CYP2D6 inhibition - 0.8710 87.10%
CYP1A2 inhibition - 0.8733 87.33%
CYP2C8 inhibition - 0.7311 73.11%
CYP inhibitory promiscuity - 0.8481 84.81%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6534 65.34%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9930 99.30%
Skin irritation - 0.7722 77.22%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7959 79.59%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6904 69.04%
skin sensitisation - 0.8609 86.09%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7668 76.68%
Acute Oral Toxicity (c) III 0.6395 63.95%
Estrogen receptor binding + 0.5285 52.85%
Androgen receptor binding + 0.5997 59.97%
Thyroid receptor binding + 0.5980 59.80%
Glucocorticoid receptor binding - 0.4892 48.92%
Aromatase binding - 0.5186 51.86%
PPAR gamma - 0.6271 62.71%
Honey bee toxicity - 0.9593 95.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7632 76.32%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.85% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.81% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.36% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.29% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.71% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 87.27% 90.17%
CHEMBL5028 O14672 ADAM10 87.26% 97.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.88% 90.24%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 83.69% 98.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.49% 99.23%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 82.93% 92.86%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 82.61% 81.29%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.20% 96.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.27% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.28% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.14% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.03% 95.89%

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.
Crocus sativus
Prunus avium
Ribes rubrum
Vaccinium angustifolium
Vaccinium corymbosum
Vaccinium uliginosum
Visnea mocanera
Vitis vinifera

Cross-Links

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PubChem 162854059
LOTUS LTS0002588
wikiData Q103785095