Paniculidine A

Details

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Internal ID 08e80a5f-8569-4d15-a2c4-647a400e4741
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name methyl 4-(1H-indol-3-yl)-2-methylbutanoate
SMILES (Canonical) CC(CCC1=CNC2=CC=CC=C21)C(=O)OC
SMILES (Isomeric) CC(CCC1=CNC2=CC=CC=C21)C(=O)OC
InChI InChI=1S/C14H17NO2/c1-10(14(16)17-2)7-8-11-9-15-13-6-4-3-5-12(11)13/h3-6,9-10,15H,7-8H2,1-2H3
InChI Key OSINFMIOMWBGDS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H17NO2
Molecular Weight 231.29 g/mol
Exact Mass 231.125928785 g/mol
Topological Polar Surface Area (TPSA) 42.10 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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methyl 4-(1H-indol-3-yl)-2-methylbutanoate
97399-93-4
1H-Indole-3-butanoic acid, a-methyl-, methyl ester, (aR)-
1H-Indole-3-butanoic acid, alpha-methyl-, methyl ester, (R)-; (-)-Methyl 2-methyl-4-(indol-3-yl)butyrate

2D Structure

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2D Structure of Paniculidine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.9286 92.86%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.3776 37.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9510 95.10%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.8768 87.68%
P-glycoprotein inhibitior - 0.9526 95.26%
P-glycoprotein substrate - 0.7006 70.06%
CYP3A4 substrate + 0.5825 58.25%
CYP2C9 substrate - 0.6131 61.31%
CYP2D6 substrate - 0.8043 80.43%
CYP3A4 inhibition - 0.8076 80.76%
CYP2C9 inhibition - 0.6900 69.00%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9057 90.57%
CYP1A2 inhibition + 0.8328 83.28%
CYP2C8 inhibition - 0.8103 81.03%
CYP inhibitory promiscuity - 0.5154 51.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6303 63.03%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.7670 76.70%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6627 66.27%
Micronuclear - 0.6341 63.41%
Hepatotoxicity - 0.6874 68.74%
skin sensitisation - 0.8178 81.78%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7646 76.46%
Acute Oral Toxicity (c) III 0.5998 59.98%
Estrogen receptor binding + 0.5479 54.79%
Androgen receptor binding - 0.6177 61.77%
Thyroid receptor binding - 0.6493 64.93%
Glucocorticoid receptor binding - 0.5681 56.81%
Aromatase binding - 0.6185 61.85%
PPAR gamma - 0.6434 64.34%
Honey bee toxicity - 0.9230 92.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.8703 87.03%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.27% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL2535 P11166 Glucose transporter 90.24% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.92% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 85.67% 98.59%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.85% 88.56%
CHEMBL3401 O75469 Pregnane X receptor 84.02% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.67% 94.45%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.45% 83.10%
CHEMBL5028 O14672 ADAM10 82.34% 97.50%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.31% 95.56%
CHEMBL2885 P07451 Carbonic anhydrase III 81.37% 87.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.74% 96.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.55% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.09% 94.75%

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.
Murraya paniculata

Cross-Links

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PubChem 14166401
LOTUS LTS0183685
wikiData Q105198942