2-[3-[(2E)-2-(3-oxo-1H-indol-2-ylidene)indol-3-yl]-1H-indol-2-yl]indol-3-one

Details

• Internal ID: bfbe421c-4183-461f-bfdc-f5d2006c0c53
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2-[3-[(2E)-2-(3-oxo-1H-indol-2-ylidene)indol-3-yl]-1H-indol-2-yl]indol-3-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(=C(N2)C3=NC4=CC=CC=C4C3=O)C5=C6C=CC=CC6=NC5=C7C(=O)C8=CC=CC=C8N7
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=C(N2)C3=NC4=CC=CC=C4C3=O)C\5=C6C=CC=CC6=N/C5=C/7\C(=O)C8=CC=CC=C8N7
• InChI: InChI=1S/C32H18N4O2/c37-31-19-11-3-7-15-23(19)35-29(31)27-25(17-9-1-5-13-21(17)33-27)26-18-10-2-6-14-22(18)34-28(26)30-32(38)20-12-4-8-16-24(20)36-30/h1-16,33,36H/b30-28+
• InChI Key: LZGZSWNCEMPXSX-SJCQXOIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₁₈N₄O₂
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.14297583 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

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	-	0.7430	74.30%
Blood Brain Barrier	+	0.6379	63.79%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6142	61.42%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8775	87.75%
P-glycoprotein inhibitior	+	0.6223	62.23%
P-glycoprotein substrate	-	0.6514	65.14%
CYP3A4 substrate	+	0.6679	66.79%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	+	0.6418	64.18%
CYP2C19 inhibition	+	0.7064	70.64%
CYP2D6 inhibition	-	0.6083	60.83%
CYP1A2 inhibition	+	0.8984	89.84%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.9705	97.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8143	81.43%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8307	83.07%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4397	43.97%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6126	61.26%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7683	76.83%
Acute Oral Toxicity (c)	III	0.5588	55.88%
Estrogen receptor binding	+	0.8539	85.39%
Androgen receptor binding	+	0.8927	89.27%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.6879	68.79%
Aromatase binding	+	0.5682	56.82%
PPAR gamma	+	0.8369	83.69%
Honey bee toxicity	-	0.7666	76.66%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9048	90.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.00%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.55%	94.62%
CHEMBL1937	Q92769	Histone deacetylase 2	93.98%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.70%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.14%	99.23%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.98%	85.49%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	91.50%	92.67%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.82%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.74%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.84%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.02%	82.69%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	87.69%	81.14%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.78%	96.39%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.41%	89.44%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.03%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.20%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.16%	90.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.78%	94.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.68%	93.03%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	84.44%	85.40%
CHEMBL3524	P56524	Histone deacetylase 4	84.26%	92.97%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	84.04%	96.47%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	82.28%	95.72%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.50%	94.00%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 136861641
• LOTUS: LTS0118439
• wikiData: Q105159868