N-[2-(1H-indol-3-yl)ethyl]-N,3-dimethylbutanamide

Details

• Internal ID: 5034fbc0-da68-47ab-99cc-6e9fd8ddad73
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: N-[2-(1H-indol-3-yl)ethyl]-N,3-dimethylbutanamide
• SMILES (Canonical): CC(C)CC(=O)N(C)CCC1=CNC2=CC=CC=C21
• SMILES (Isomeric): CC(C)CC(=O)N(C)CCC1=CNC2=CC=CC=C21
• InChI: InChI=1S/C16H22N2O/c1-12(2)10-16(19)18(3)9-8-13-11-17-15-7-5-4-6-14(13)15/h4-7,11-12,17H,8-10H2,1-3H3
• InChI Key: UMYRRTHJYVPOKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₂O
• Molecular Weight: 258.36 g/mol
• Exact Mass: 258.173213330 g/mol
• Topological Polar Surface Area (TPSA): 36.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9095	90.95%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5790	57.90%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8258	82.58%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6426	64.26%
P-glycoprotein inhibitior	-	0.8862	88.62%
P-glycoprotein substrate	-	0.7319	73.19%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	+	0.5886	58.86%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	-	0.9214	92.14%
CYP2C9 inhibition	-	0.9106	91.06%
CYP2C19 inhibition	-	0.7476	74.76%
CYP2D6 inhibition	-	0.8290	82.90%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	-	0.9417	94.17%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7445	74.45%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9636	96.36%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.8043	80.43%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8602	86.02%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.7481	74.81%
Estrogen receptor binding	-	0.6692	66.92%
Androgen receptor binding	-	0.6402	64.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6987	69.87%
Aromatase binding	+	0.5732	57.32%
PPAR gamma	-	0.8294	82.94%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7475	74.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.69%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.68%	88.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.01%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.79%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.03%	90.08%
CHEMBL2535	P11166	Glucose transporter	86.32%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.21%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.05%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.90%	93.99%
CHEMBL255	P29275	Adenosine A2b receptor	81.25%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.55%	92.62%

Plants that contains it

• Clausena indica

Cross-Links

• PubChem: 85731709
• LOTUS: LTS0088898
• wikiData: Q105275830