Methyl 3-[5-(4-hydroxy-3-methylbut-2-enyl)-1-methylimidazol-4-yl]prop-2-enoate

Details

• Internal ID: 90709286-a607-4076-9790-574a8b4104f1
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Imidazolyl carboxylic acids and derivatives
• IUPAC Name: methyl 3-[5-(4-hydroxy-3-methylbut-2-enyl)-1-methylimidazol-4-yl]prop-2-enoate
• SMILES (Canonical): CC(=CCC1=C(N=CN1C)C=CC(=O)OC)CO
• SMILES (Isomeric): CC(=CCC1=C(N=CN1C)C=CC(=O)OC)CO
• InChI: InChI=1S/C13H18N2O3/c1-10(8-16)4-6-12-11(14-9-15(12)2)5-7-13(17)18-3/h4-5,7,9,16H,6,8H2,1-3H3
• InChI Key: ISZRKETYAXFJGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.13174244 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9681	96.81%
Caco-2	+	0.7688	76.88%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4880	48.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5713	57.13%
P-glycoprotein inhibitior	-	0.9633	96.33%
P-glycoprotein substrate	-	0.6193	61.93%
CYP3A4 substrate	+	0.5117	51.17%
CYP2C9 substrate	-	0.6099	60.99%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.8157	81.57%
CYP2C9 inhibition	-	0.7939	79.39%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.8185	81.85%
CYP1A2 inhibition	-	0.6063	60.63%
CYP2C8 inhibition	-	0.8379	83.79%
CYP inhibitory promiscuity	-	0.6540	65.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5921	59.21%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.8645	86.45%
Skin irritation	-	0.7085	70.85%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4725	47.25%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8550	85.50%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	-	0.6266	62.66%
Androgen receptor binding	-	0.7142	71.42%
Thyroid receptor binding	-	0.6322	63.22%
Glucocorticoid receptor binding	+	0.6358	63.58%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	-	0.6295	62.95%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9077	90.77%

Targets

Proven Targets:

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	97.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.15%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.43%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.53%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.55%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73045167
• LOTUS: LTS0183282
• wikiData: Q104169095