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

Details

• Internal ID: bace6e0a-1a36-4b19-9f58-3a9dbafbf4b6
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Imidazolyl carboxylic acids and derivatives
• IUPAC Name: methyl 3-[5-(4-hydroxy-3-methylbut-2-enyl)-3-methylimidazol-4-yl]prop-2-enoate
• SMILES (Canonical): CC(=CCC1=C(N(C=N1)C)C=CC(=O)OC)CO
• SMILES (Isomeric): CC(=CCC1=C(N(C=N1)C)C=CC(=O)OC)CO
• InChI: InChI=1S/C13H18N2O3/c1-10(8-16)4-5-11-12(15(2)9-14-11)6-7-13(17)18-3/h4,6-7,9,16H,5,8H2,1-3H3
• InChI Key: PDWWYTOQJUQXHZ-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	+	0.9584	95.84%
Caco-2	+	0.8752	87.52%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4192	41.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5517	55.17%
P-glycoprotein inhibitior	-	0.9636	96.36%
P-glycoprotein substrate	-	0.6164	61.64%
CYP3A4 substrate	+	0.5089	50.89%
CYP2C9 substrate	-	0.6099	60.99%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.7318	73.18%
CYP2C9 inhibition	-	0.7820	78.20%
CYP2C19 inhibition	-	0.7316	73.16%
CYP2D6 inhibition	-	0.8011	80.11%
CYP1A2 inhibition	-	0.6233	62.33%
CYP2C8 inhibition	-	0.8575	85.75%
CYP inhibitory promiscuity	-	0.6458	64.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5911	59.11%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7149	71.49%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6800	68.00%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.8533	85.33%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	+	0.5287	52.87%
Androgen receptor binding	-	0.4811	48.11%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	+	0.5525	55.25%
PPAR gamma	-	0.7026	70.26%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9159	91.59%

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	97.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	91.13%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.50%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.28%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.34%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.93%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.19%	96.90%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.05%	93.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73003949
• LOTUS: LTS0189863
• wikiData: Q104194453