4-[3-[(3,3-dimethyloxiran-2-yl)methyl]-1H-indol-6-yl]-2-methylbut-3-en-2-ol

Details

• Internal ID: ad798b2f-c2c7-405f-89b9-a7023971f2b9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 4-[3-[(3,3-dimethyloxiran-2-yl)methyl]-1H-indol-6-yl]-2-methylbut-3-en-2-ol
• SMILES (Canonical): CC1(C(O1)CC2=CNC3=C2C=CC(=C3)C=CC(C)(C)O)C
• SMILES (Isomeric): CC1(C(O1)CC2=CNC3=C2C=CC(=C3)C=CC(C)(C)O)C
• InChI: InChI=1S/C18H23NO2/c1-17(2,20)8-7-12-5-6-14-13(11-19-15(14)9-12)10-16-18(3,4)21-16/h5-9,11,16,19-20H,10H2,1-4H3
• InChI Key: RTTRQKKYMPTVOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.40 g/mol
• Exact Mass: 285.172878976 g/mol
• Topological Polar Surface Area (TPSA): 48.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5964	59.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3765	37.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5697	56.97%
P-glycoprotein inhibitior	-	0.8368	83.68%
P-glycoprotein substrate	-	0.6807	68.07%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7548	75.48%
CYP3A4 inhibition	-	0.6570	65.70%
CYP2C9 inhibition	-	0.6808	68.08%
CYP2C19 inhibition	+	0.5774	57.74%
CYP2D6 inhibition	-	0.8366	83.66%
CYP1A2 inhibition	+	0.5427	54.27%
CYP2C8 inhibition	+	0.5573	55.73%
CYP inhibitory promiscuity	+	0.7650	76.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5132	51.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8601	86.01%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.8940	89.40%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6502	65.02%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6676	66.76%
skin sensitisation	-	0.6865	68.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7996	79.96%
Acute Oral Toxicity (c)	III	0.5805	58.05%
Estrogen receptor binding	+	0.8688	86.88%
Androgen receptor binding	+	0.5921	59.21%
Thyroid receptor binding	+	0.8276	82.76%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	+	0.8366	83.66%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.8405	84.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7604	76.04%

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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.31%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.99%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.53%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.99%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.52%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.43%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	90.35%	94.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.31%	92.68%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.55%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	87.17%	92.51%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.20%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	82.86%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.83%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.77%	91.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.66%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.17%	96.00%

Plants that contains it

• Isolona congolana

Cross-Links

• PubChem: 162843012
• LOTUS: LTS0068736
• wikiData: Q105245395