[(3S,4R,5R)-4-hydroxy-3-(hydroxymethyl)-5-(4-methoxyphenyl)-1,1-dimethylpyrrolidin-1-ium-3-yl] 3-methylbut-2-enoate

Details

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Internal ID c026732d-2f8a-4a50-8b01-342f78f64ea1
Taxonomy Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
IUPAC Name [(3S,4R,5R)-4-hydroxy-3-(hydroxymethyl)-5-(4-methoxyphenyl)-1,1-dimethylpyrrolidin-1-ium-3-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC(=CC(=O)OC1(C[N+](C(C1O)C2=CC=C(C=C2)OC)(C)C)CO)C
SMILES (Isomeric) CC(=CC(=O)O[C@@]1(C[N+]([C@@H]([C@H]1O)C2=CC=C(C=C2)OC)(C)C)CO)C
InChI InChI=1S/C19H28NO5/c1-13(2)10-16(22)25-19(12-21)11-20(3,4)17(18(19)23)14-6-8-15(24-5)9-7-14/h6-10,17-18,21,23H,11-12H2,1-5H3/q+1/t17-,18-,19+/m1/s1
InChI Key DNXZBUPQPHYTHL-QRVBRYPASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H28NO5+
Molecular Weight 350.40 g/mol
Exact Mass 350.19674799 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R)-4-hydroxy-3-(hydroxymethyl)-5-(4-methoxyphenyl)-1,1-dimethylpyrrolidin-1-ium-3-yl] 3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9412 94.12%
Caco-2 + 0.6817 68.17%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6170 61.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9027 90.27%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5612 56.12%
P-glycoprotein inhibitior - 0.4787 47.87%
P-glycoprotein substrate - 0.7282 72.82%
CYP3A4 substrate + 0.5945 59.45%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8421 84.21%
CYP3A4 inhibition - 0.9431 94.31%
CYP2C9 inhibition - 0.7993 79.93%
CYP2C19 inhibition - 0.7557 75.57%
CYP2D6 inhibition - 0.8628 86.28%
CYP1A2 inhibition - 0.7957 79.57%
CYP2C8 inhibition - 0.6308 63.08%
CYP inhibitory promiscuity - 0.7035 70.35%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4608 46.08%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9849 98.49%
Skin irritation - 0.7788 77.88%
Skin corrosion - 0.9196 91.96%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4867 48.67%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8224 82.24%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7203 72.03%
Acute Oral Toxicity (c) III 0.5894 58.94%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.8052 80.52%
Thyroid receptor binding + 0.6992 69.92%
Glucocorticoid receptor binding + 0.6130 61.30%
Aromatase binding + 0.6218 62.18%
PPAR gamma - 0.6407 64.07%
Honey bee toxicity - 0.9267 92.67%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.6972 69.72%

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 98.92% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.46% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.83% 97.09%
CHEMBL4208 P20618 Proteasome component C5 90.79% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.39% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.80% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.94% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.28% 99.17%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.27% 94.97%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.29% 91.07%

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.
Codonopsis pilosula

Cross-Links

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PubChem 102333903
NPASS NPC298048