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

Details

• Internal ID: 32ee212c-f435-4f5c-a6e2-c912ff3603b9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: 2-[3-[(2E)-2-(3-oxo-1H-indol-2-ylidene)indol-3-yl]indol-2-ylidene]-1H-indol-3-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C(=C3C(=C4C=CC=CC4=N3)C5=C6C=CC=CC6=NC5=C7C(=O)C8=CC=CC=C8N7)N2
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C(=C3C(=C4C=CC=CC4=N3)C\5=C6C=CC=CC6=N/C5=C/7\C(=O)C8=CC=CC=C8N7)N2
• 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/h1-16,35-36H/b29-27+,30-28?
• InChI Key: KQRSGRCNDVKDRJ-XRNKAKCNSA-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): 82.90 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

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	-	0.7238	72.38%
Blood Brain Barrier	+	0.6129	61.29%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6567	65.67%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8614	86.14%
P-glycoprotein inhibitior	+	0.6142	61.42%
P-glycoprotein substrate	-	0.8853	88.53%
CYP3A4 substrate	+	0.5114	51.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.8663	86.63%
CYP2C9 inhibition	+	0.6227	62.27%
CYP2C19 inhibition	+	0.6938	69.38%
CYP2D6 inhibition	-	0.5703	57.03%
CYP1A2 inhibition	+	0.8863	88.63%
CYP2C8 inhibition	-	0.8725	87.25%
CYP inhibitory promiscuity	+	0.9646	96.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7743	77.43%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.7913	79.13%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6489	64.89%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7759	77.59%
Acute Oral Toxicity (c)	III	0.5723	57.23%
Estrogen receptor binding	+	0.8432	84.32%
Androgen receptor binding	+	0.8999	89.99%
Thyroid receptor binding	-	0.4934	49.34%
Glucocorticoid receptor binding	+	0.6567	65.67%
Aromatase binding	+	0.5189	51.89%
PPAR gamma	+	0.8333	83.33%
Honey bee toxicity	-	0.8448	84.48%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9386	93.86%

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	93.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.85%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.85%	82.69%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	88.89%	95.72%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.91%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.98%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.79%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.91%	91.11%
CHEMBL3524	P56524	Histone deacetylase 4	81.80%	92.97%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.90%	88.84%

Plants that contains it

• Isatis tinctoria
• Persicaria tinctoria

Cross-Links

• PubChem: 102465002
• NPASS: NPC35099