3-(Dimethylaminomethyl)-1-(1, 1-dimethyl-2-propenyl)indole

Details

• Internal ID: 1a83ef59-352e-4d3d-b3d8-eef1621be49e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: N,N-dimethyl-1-[1-(2-methylbut-3-en-2-yl)indol-3-yl]methanamine
• SMILES (Canonical): CC(C)(C=C)N1C=C(C2=CC=CC=C21)CN(C)C
• SMILES (Isomeric): CC(C)(C=C)N1C=C(C2=CC=CC=C21)CN(C)C
• InChI: InChI=1S/C16H22N2/c1-6-16(2,3)18-12-13(11-17(4)5)14-9-7-8-10-15(14)18/h6-10,12H,1,11H2,2-5H3
• InChI Key: JRVLXLACCVMFNC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₂
• Molecular Weight: 242.36 g/mol
• Exact Mass: 242.178298710 g/mol
• Topological Polar Surface Area (TPSA): 8.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL9057689
• CHEBI:203629
• L009417
• N,N-dimethyl-1-[1-(2-methylbut-3-en-2-yl)indol-3-yl]methanamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9492	94.92%
Caco-2	+	0.9253	92.53%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5101	51.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.8751	87.51%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	-	0.8337	83.37%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5230	52.30%
CYP3A4 inhibition	+	0.7459	74.59%
CYP2C9 inhibition	-	0.8284	82.84%
CYP2C19 inhibition	-	0.5963	59.63%
CYP2D6 inhibition	+	0.6192	61.92%
CYP1A2 inhibition	-	0.5865	58.65%
CYP2C8 inhibition	-	0.8880	88.80%
CYP inhibitory promiscuity	+	0.6514	65.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.7857	78.57%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8707	87.07%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7591	75.91%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8427	84.27%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	-	0.4806	48.06%
Androgen receptor binding	-	0.6112	61.12%
Thyroid receptor binding	-	0.5292	52.92%
Glucocorticoid receptor binding	-	0.7276	72.76%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	-	0.8229	82.29%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9342	93.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL228	P31645	Serotonin transporter	94.89%	95.51%
CHEMBL2581	P07339	Cathepsin D	94.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.86%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.35%	96.09%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	90.91%	81.29%
CHEMBL240	Q12809	HERG	88.62%	89.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.98%	93.99%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.86%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.46%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.44%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.34%	96.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.76%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9794810
• LOTUS: LTS0201879
• wikiData: Q77379459