2-[1-[[3-(2-Hydroxyethyl)indol-1-yl]methyl]indol-3-yl]ethanol

Details

• Internal ID: 7b0fb7cd-d7dc-439d-9f1a-bc9acaa5581a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: 2-[1-[[3-(2-hydroxyethyl)indol-1-yl]methyl]indol-3-yl]ethanol
• InChI: InChI=1S/C21H22N2O2/c24-11-9-16-13-22(20-7-3-1-5-18(16)20)15-23-14-17(10-12-25)19-6-2-4-8-21(19)23/h1-8,13-14,24-25H,9-12,15H2
• InChI Key: QAADXQOKCXMSNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₂
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.168127949 g/mol
• Topological Polar Surface Area (TPSA): 50.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5881	58.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6366	63.66%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9076	90.76%
P-glycoprotein inhibitior	+	0.6736	67.36%
P-glycoprotein substrate	-	0.7979	79.79%
CYP3A4 substrate	-	0.6038	60.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3660	36.60%
CYP3A4 inhibition	+	0.7397	73.97%
CYP2C9 inhibition	-	0.7943	79.43%
CYP2C19 inhibition	-	0.7601	76.01%
CYP2D6 inhibition	-	0.7192	71.92%
CYP1A2 inhibition	+	0.5376	53.76%
CYP2C8 inhibition	-	0.8346	83.46%
CYP inhibitory promiscuity	+	0.5453	54.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9830	98.30%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.8370	83.70%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6677	66.77%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5910	59.10%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.6880	68.80%
Estrogen receptor binding	+	0.9443	94.43%
Androgen receptor binding	+	0.5262	52.62%
Thyroid receptor binding	+	0.8160	81.60%
Glucocorticoid receptor binding	+	0.7311	73.11%
Aromatase binding	+	0.9039	90.39%
PPAR gamma	+	0.9162	91.62%
Honey bee toxicity	-	0.9485	94.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.8943	89.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.66%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.98%	96.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.93%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.91%	97.25%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.79%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL2885	P07451	Carbonic anhydrase III	82.67%	87.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Cephalotaxus hainanensis

Cross-Links

• PubChem: 162878988
• LOTUS: LTS0104434
• wikiData: Q105217283