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(3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-hydroxytetradecanamide

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 345733bf-d0c2-4ada-a0d5-0101108c4d2c
Taxonomy Organoheterocyclic compounds > Azolidines > Oxazolidines > Oxazolidinones
IUPAC Name (3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-hydroxytetradecanamide
SMILES (Canonical) CCCCCCCCCCCC(CC(=O)NC(=O)C=C1C2CCCN2C(=O)O1)O
SMILES (Isomeric) CCCCCCCCCCC[C@H](CC(=O)NC(=O)/C=C/1\[C@H]2CCCN2C(=O)O1)O
InChI InChI=1S/C22H36N2O5/c1-2-3-4-5-6-7-8-9-10-12-17(25)15-20(26)23-21(27)16-19-18-13-11-14-24(18)22(28)29-19/h16-18,25H,2-15H2,1H3,(H,23,26,27)/b19-16+/t17-,18-/m1/s1
InChI Key BKTRZTWFZZFTDL-DOGRUHBXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H36N2O5
Molecular Weight 408.50 g/mol
Exact Mass 408.26242225 g/mol
Topological Polar Surface Area (TPSA) 95.90 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.80
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-N-[(2E)-2-[(7aR)-3-oxo-5,6,7,7a-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl]-3-hydroxytetradecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9484 94.84%
Caco-2 - 0.7684 76.84%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4812 48.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8957 89.57%
OATP1B3 inhibitior + 0.9252 92.52%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5724 57.24%
P-glycoprotein inhibitior - 0.5711 57.11%
P-glycoprotein substrate + 0.6185 61.85%
CYP3A4 substrate + 0.6042 60.42%
CYP2C9 substrate - 0.6035 60.35%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.7969 79.69%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition - 0.8317 83.17%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition - 0.7549 75.49%
CYP inhibitory promiscuity - 0.9403 94.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5075 50.75%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8931 89.31%
Skin irritation - 0.7840 78.40%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.7737 77.37%
Human Ether-a-go-go-Related Gene inhibition - 0.7067 70.67%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5607 56.07%
skin sensitisation - 0.8744 87.44%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5636 56.36%
Acute Oral Toxicity (c) III 0.6269 62.69%
Estrogen receptor binding + 0.7026 70.26%
Androgen receptor binding + 0.6991 69.91%
Thyroid receptor binding - 0.5700 57.00%
Glucocorticoid receptor binding + 0.5613 56.13%
Aromatase binding - 0.5473 54.73%
PPAR gamma - 0.5128 51.28%
Honey bee toxicity - 0.9427 94.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6238 62.38%
Fish aquatic toxicity + 0.9028 90.28%

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 99.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.45% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.05% 94.45%
CHEMBL4588 P22894 Matrix metalloproteinase 8 91.86% 94.66%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.79% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 91.50% 91.81%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.47% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.26% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.97% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.17% 93.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.41% 97.29%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.97% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.97% 95.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.89% 92.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.36% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 84.55% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.55% 93.56%
CHEMBL321 P14780 Matrix metalloproteinase 9 84.04% 92.12%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.99% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.54% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.43% 94.33%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.90% 98.33%
CHEMBL1902 P62942 FK506-binding protein 1A 82.66% 97.05%
CHEMBL5255 O00206 Toll-like receptor 4 82.44% 92.50%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.17% 82.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.65% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.63% 89.00%

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 10454149
LOTUS LTS0263656
wikiData Q104921665