N,N-dimethyl-2-[5-[(3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl)oxy]-1H-indol-3-yl]ethanamine

Details

• Internal ID: 10b93bc3-3b22-4fd3-98cd-3a5ea85d954b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: N,N-dimethyl-2-[5-[(3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl)oxy]-1H-indol-3-yl]ethanamine
• InChI: InChI=1S/C23H28N4O/c1-26(2)12-10-16-15-24-20-9-8-17(14-18(16)20)28-23-11-13-27(3)22(23)25-21-7-5-4-6-19(21)23/h4-9,14-15,22,24-25H,10-13H2,1-3H3
• InChI Key: GAIINJYDKIFVHG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₄O
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22631153 g/mol
• Topological Polar Surface Area (TPSA): 43.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5142	51.42%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5523	55.23%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.8848	88.48%
P-glycoprotein substrate	+	0.8208	82.08%
CYP3A4 substrate	+	0.7639	76.39%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.6544	65.44%
CYP3A4 inhibition	+	0.5140	51.40%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.5877	58.77%
CYP2D6 inhibition	+	0.6653	66.53%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	-	0.8082	80.82%
CYP inhibitory promiscuity	+	0.6837	68.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9968	99.68%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9079	90.79%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8809	88.09%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8879	88.79%
Acute Oral Toxicity (c)	III	0.6238	62.38%
Estrogen receptor binding	+	0.6232	62.32%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	+	0.6809	68.09%
Glucocorticoid receptor binding	-	0.5165	51.65%
Aromatase binding	+	0.6396	63.96%
PPAR gamma	+	0.5705	57.05%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.4182	41.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.82%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	98.76%	90.71%
CHEMBL228	P31645	Serotonin transporter	98.38%	95.51%
CHEMBL255	P29275	Adenosine A2b receptor	97.20%	98.59%
CHEMBL3837	P07711	Cathepsin L	97.19%	96.61%
CHEMBL2581	P07339	Cathepsin D	96.95%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	96.76%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	94.78%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.05%	93.99%
CHEMBL3524	P56524	Histone deacetylase 4	92.83%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.01%	88.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.26%	85.49%
CHEMBL4208	P20618	Proteasome component C5	91.07%	90.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	89.57%	96.39%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.31%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.39%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.17%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.47%	95.89%
CHEMBL202	P00374	Dihydrofolate reductase	87.44%	89.92%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.37%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.24%	94.00%
CHEMBL1275221	Q96LA8	Protein arginine N-methyltransferase 6	85.77%	98.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.76%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.17%	89.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.09%	95.17%
CHEMBL2535	P11166	Glucose transporter	83.96%	98.75%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.83%	91.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.28%	82.69%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.71%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL233	P35372	Mu opioid receptor	81.79%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.81%	96.25%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.32%	96.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.31%	93.40%

Plants that contains it

• Arundina graminifolia
• Arundo donax

Cross-Links

• PubChem: 5251050
• LOTUS: LTS0145369
• wikiData: Q104398981