bis(1H-indol-3-ylmethyl)-dimethylazanium

Details

• Internal ID: 7c7f8bd8-3ab4-45b7-9f3a-ff7a5b1cba82
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: bis(1H-indol-3-ylmethyl)-dimethylazanium
• SMILES (Canonical): C[N+](C)(CC1=CNC2=CC=CC=C21)CC3=CNC4=CC=CC=C43
• SMILES (Isomeric): C[N+](C)(CC1=CNC2=CC=CC=C21)CC3=CNC4=CC=CC=C43
• InChI: InChI=1S/C20H22N3/c1-23(2,13-15-11-21-19-9-5-3-7-17(15)19)14-16-12-22-20-10-6-4-8-18(16)20/h3-12,21-22H,13-14H2,1-2H3/q+1
• InChI Key: LYHDOUDUNMQXAY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₃+
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.181372715 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 0
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• AKOS000548862

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6965	69.65%
Caco-2	+	0.6693	66.93%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5856	58.56%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8421	84.21%
P-glycoprotein inhibitior	-	0.6302	63.02%
P-glycoprotein substrate	-	0.8844	88.44%
CYP3A4 substrate	-	0.5765	57.65%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	+	0.3509	35.09%
CYP3A4 inhibition	+	0.7930	79.30%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	+	0.7837	78.37%
CYP1A2 inhibition	-	0.8332	83.32%
CYP2C8 inhibition	-	0.8694	86.94%
CYP inhibitory promiscuity	+	0.5894	58.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6781	67.81%
Skin irritation	-	0.7241	72.41%
Skin corrosion	-	0.8822	88.22%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9392	93.92%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7677	76.77%
skin sensitisation	-	0.8392	83.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7119	71.19%
Acute Oral Toxicity (c)	II	0.4319	43.19%
Estrogen receptor binding	+	0.8847	88.47%
Androgen receptor binding	-	0.4877	48.77%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	-	0.5636	56.36%
Aromatase binding	+	0.7967	79.67%
PPAR gamma	-	0.6115	61.15%
Honey bee toxicity	-	0.9746	97.46%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8149	81.49%

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	96.70%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.11%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.90%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.62%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.45%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.57%	83.10%
CHEMBL3401	O75469	Pregnane X receptor	80.09%	94.73%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 1071977
• NPASS: NPC62772