7-methoxy-4-(5-phenylpentyl)-1H-indole-2,3-dione

Details

• Internal ID: ace8ed83-8e6f-4463-a871-41947e0d9302
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 7-methoxy-4-(5-phenylpentyl)-1H-indole-2,3-dione
• SMILES (Canonical): COC1=C2C(=C(C=C1)CCCCCC3=CC=CC=C3)C(=O)C(=O)N2
• SMILES (Isomeric): COC1=C2C(=C(C=C1)CCCCCC3=CC=CC=C3)C(=O)C(=O)N2
• InChI: InChI=1S/C20H21NO3/c1-24-16-13-12-15(17-18(16)21-20(23)19(17)22)11-7-3-6-10-14-8-4-2-5-9-14/h2,4-5,8-9,12-13H,3,6-7,10-11H2,1H3,(H,21,22,23)
• InChI Key: KUBMGKOQXWPLMI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.40 g/mol
• Exact Mass: 323.15214353 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6057	60.57%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8450	84.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9065	90.65%
P-glycoprotein inhibitior	+	0.6293	62.93%
P-glycoprotein substrate	-	0.5965	59.65%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8190	81.90%
CYP3A4 inhibition	+	0.6361	63.61%
CYP2C9 inhibition	+	0.5725	57.25%
CYP2C19 inhibition	+	0.7292	72.92%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	+	0.9393	93.93%
CYP2C8 inhibition	+	0.5839	58.39%
CYP inhibitory promiscuity	+	0.8981	89.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9428	94.28%
Skin irritation	-	0.8415	84.15%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8733	87.33%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9243	92.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6664	66.64%
Acute Oral Toxicity (c)	III	0.7615	76.15%
Estrogen receptor binding	+	0.8714	87.14%
Androgen receptor binding	+	0.8396	83.96%
Thyroid receptor binding	+	0.6602	66.02%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	+	0.5319	53.19%
Honey bee toxicity	-	0.8125	81.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5548	55.48%
Fish aquatic toxicity	+	0.9203	92.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.68%	90.20%
CHEMBL240	Q12809	HERG	93.19%	89.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.91%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.03%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.91%	91.11%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.71%	96.25%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.65%	94.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.21%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.52%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.83%	94.73%

Plants that contains it

• Melochia tomentosa

Cross-Links

• PubChem: 101661880
• LOTUS: LTS0109922
• wikiData: Q105146059