2-(1H-indol-2-ylmethyl)-1H-indole

Details

• Internal ID: 343589a5-2c0d-4dfe-be75-848be8c716d6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2-(1H-indol-2-ylmethyl)-1H-indole
• SMILES (Canonical): C1=CC=C2C(=C1)C=C(N2)CC3=CC4=CC=CC=C4N3
• SMILES (Isomeric): C1=CC=C2C(=C1)C=C(N2)CC3=CC4=CC=CC=C4N3
• InChI: InChI=1S/C17H14N2/c1-3-7-16-12(5-1)9-14(18-16)11-15-10-13-6-2-4-8-17(13)19-15/h1-10,18-19H,11H2
• InChI Key: TWJAXIHBWPVMIR-UHFFFAOYSA-N
• Popularity: 712 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄N₂
• Molecular Weight: 246.31 g/mol
• Exact Mass: 246.115698455 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 0
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• SCHEMBL401081
• CHEMBL396280

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6693	66.93%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.3924	39.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7651	76.51%
P-glycoprotein inhibitior	-	0.7538	75.38%
P-glycoprotein substrate	-	0.9693	96.93%
CYP3A4 substrate	-	0.7021	70.21%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	+	0.4722	47.22%
CYP3A4 inhibition	+	0.7515	75.15%
CYP2C9 inhibition	+	0.7605	76.05%
CYP2C19 inhibition	+	0.7458	74.58%
CYP2D6 inhibition	+	0.8240	82.40%
CYP1A2 inhibition	+	0.9062	90.62%
CYP2C8 inhibition	-	0.6467	64.67%
CYP inhibitory promiscuity	+	0.9389	93.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.9550	95.50%
Skin irritation	-	0.6130	61.30%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6580	65.80%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.5731	57.31%
Estrogen receptor binding	+	0.9786	97.86%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	+	0.7970	79.70%
Glucocorticoid receptor binding	+	0.6831	68.31%
Aromatase binding	+	0.9124	91.24%
PPAR gamma	+	0.8566	85.66%
Honey bee toxicity	-	0.9312	93.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	-	0.4805	48.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.99%	91.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.67%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.15%	94.62%
CHEMBL1952	P04818	Thymidylate synthase	84.20%	93.53%
CHEMBL2885	P07451	Carbonic anhydrase III	83.19%	87.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL222	P23975	Norepinephrine transporter	80.74%	96.06%
CHEMBL2535	P11166	Glucose transporter	80.28%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.27%	96.09%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 10752953
• LOTUS: LTS0223709
• wikiData: Q105265856