3-[(2R)-oxiran-2-yl]-1H-indole

Details

• Internal ID: fecdfbeb-cd21-4b3c-b6d6-73696ca54041
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-[(2R)-oxiran-2-yl]-1H-indole
• InChI: InChI=1S/C10H9NO/c1-2-4-9-7(3-1)8(5-11-9)10-6-12-10/h1-5,10-11H,6H2/t10-/m0/s1
• InChI Key: NHIWCWBJAOXUBB-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18 g/mol
• Exact Mass: 159.068413911 g/mol
• Topological Polar Surface Area (TPSA): 28.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• EN300-1781602

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7688	76.88%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5143	51.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8354	83.54%
P-glycoprotein inhibitior	-	0.9865	98.65%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	-	0.5433	54.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6899	68.99%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.6303	63.03%
CYP2C19 inhibition	+	0.6088	60.88%
CYP2D6 inhibition	-	0.6139	61.39%
CYP1A2 inhibition	+	0.8416	84.16%
CYP2C8 inhibition	-	0.7648	76.48%
CYP inhibitory promiscuity	+	0.5463	54.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5548	55.48%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.8994	89.94%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5487	54.87%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5519	55.19%
skin sensitisation	-	0.8522	85.22%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.7198	71.98%
Estrogen receptor binding	-	0.8247	82.47%
Androgen receptor binding	-	0.7243	72.43%
Thyroid receptor binding	-	0.7412	74.12%
Glucocorticoid receptor binding	-	0.9370	93.70%
Aromatase binding	-	0.7939	79.39%
PPAR gamma	-	0.6532	65.32%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6657	66.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.50%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.06%	83.10%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.61%	88.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.05%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.88%	93.99%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.89%	80.96%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	85.49%	81.14%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.89%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.05%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.20%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.12%	89.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.01%	83.00%

Plants that contains it

• Moricandia arvensis

Cross-Links

• PubChem: 92290115
• LOTUS: LTS0241619
• wikiData: Q105179393