methyl 2-hydroxyimino-3-[7-(3-methylbuta-1,3-dienyl)-1H-indol-3-yl]propanoate

Details

• Internal ID: de0b3e1f-5054-49bd-ae32-39c75b7d1043
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: methyl 2-hydroxyimino-3-[7-(3-methylbuta-1,3-dienyl)-1H-indol-3-yl]propanoate
• SMILES (Canonical): CC(=C)C=CC1=C2C(=CC=C1)C(=CN2)CC(=NO)C(=O)OC
• SMILES (Isomeric): CC(=C)C=CC1=C2C(=CC=C1)C(=CN2)CC(=NO)C(=O)OC
• InChI: InChI=1S/C17H18N2O3/c1-11(2)7-8-12-5-4-6-14-13(10-18-16(12)14)9-15(19-21)17(20)22-3/h4-8,10,18,21H,1,9H2,2-3H3
• InChI Key: DXWANSGMSJGOET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈N₂O₃
• Molecular Weight: 298.34 g/mol
• Exact Mass: 298.13174244 g/mol
• Topological Polar Surface Area (TPSA): 74.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	+	0.6384	63.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4286	42.86%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7601	76.01%
P-glycoprotein inhibitior	-	0.8041	80.41%
P-glycoprotein substrate	-	0.5653	56.53%
CYP3A4 substrate	+	0.6083	60.83%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.7378	73.78%
CYP2C9 inhibition	-	0.6481	64.81%
CYP2C19 inhibition	-	0.6005	60.05%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	+	0.5194	51.94%
CYP2C8 inhibition	+	0.4675	46.75%
CYP inhibitory promiscuity	+	0.5710	57.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.8221	82.21%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5465	54.65%
skin sensitisation	-	0.8031	80.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5301	53.01%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.7388	73.88%
Androgen receptor binding	-	0.6498	64.98%
Thyroid receptor binding	+	0.8197	81.97%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.7455	74.55%
PPAR gamma	+	0.8080	80.80%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9303	93.03%

Targets

Proven Targets:

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	98.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.04%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.56%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.26%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.92%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.28%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.43%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163066043
• LOTUS: LTS0028612
• wikiData: Q104166454