2,2-dimethyl-3-[5-(3-methylbut-2-enoyl)-1H-indol-3-yl]propanal

Details

• Internal ID: e5b4ec8b-d936-45d9-8e48-b4ab9f4f3f15
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 2,2-dimethyl-3-[5-(3-methylbut-2-enoyl)-1H-indol-3-yl]propanal
• SMILES (Canonical): CC(=CC(=O)C1=CC2=C(C=C1)NC=C2CC(C)(C)C=O)C
• SMILES (Isomeric): CC(=CC(=O)C1=CC2=C(C=C1)NC=C2CC(C)(C)C=O)C
• InChI: InChI=1S/C18H21NO2/c1-12(2)7-17(21)13-5-6-16-15(8-13)14(10-19-16)9-18(3,4)11-20/h5-8,10-11,19H,9H2,1-4H3
• InChI Key: OHNVJXXPLZTFHE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₂
• Molecular Weight: 283.40 g/mol
• Exact Mass: 283.157228913 g/mol
• Topological Polar Surface Area (TPSA): 49.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7292	72.92%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5157	51.57%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8712	87.12%
P-glycoprotein inhibitior	-	0.8678	86.78%
P-glycoprotein substrate	-	0.5587	55.87%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	+	0.5973	59.73%
CYP2C9 inhibition	+	0.6545	65.45%
CYP2C19 inhibition	+	0.6780	67.80%
CYP2D6 inhibition	-	0.7260	72.60%
CYP1A2 inhibition	+	0.7063	70.63%
CYP2C8 inhibition	-	0.6306	63.06%
CYP inhibitory promiscuity	+	0.9384	93.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8377	83.77%
Skin irritation	-	0.7246	72.46%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7611	76.11%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6147	61.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7742	77.42%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	-	0.6717	67.17%
Thyroid receptor binding	-	0.5277	52.77%
Glucocorticoid receptor binding	-	0.5157	51.57%
Aromatase binding	+	0.7394	73.94%
PPAR gamma	+	0.5311	53.11%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9273	92.73%

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	97.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.49%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.05%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.70%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.65%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.41%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.40%	83.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.10%	100.00%

Plants that contains it

• Isolona congolana

Cross-Links

• PubChem: 15765763
• LOTUS: LTS0178396
• wikiData: Q105192165