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

Details

• Internal ID: b543aa53-7fa0-46a1-ae24-09b01a5b9f39
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: N-methyl-2-[1-(3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl)indol-3-yl]ethanamine
• SMILES (Canonical): CNCCC1=CN(C2=CC=CC=C21)C34CCN(C3NC5=CC=CC=C45)C
• SMILES (Isomeric): CNCCC1=CN(C2=CC=CC=C21)C34CCN(C3NC5=CC=CC=C45)C
• InChI: InChI=1S/C22H26N4/c1-23-13-11-16-15-26(20-10-6-3-7-17(16)20)22-12-14-25(2)21(22)24-19-9-5-4-8-18(19)22/h3-10,15,21,23-24H,11-14H2,1-2H3
• InChI Key: YKHLGSHSEBZEJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21574685 g/mol
• Topological Polar Surface Area (TPSA): 32.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 4
• 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	+	0.9883	98.83%
Caco-2	+	0.6481	64.81%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Nucleus	0.5955	59.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5221	52.21%
BSEP inhibitior	+	0.8397	83.97%
P-glycoprotein inhibitior	+	0.7889	78.89%
P-glycoprotein substrate	+	0.8793	87.93%
CYP3A4 substrate	+	0.6931	69.31%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	+	0.4847	48.47%
CYP3A4 inhibition	+	0.7947	79.47%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.6210	62.10%
CYP2D6 inhibition	-	0.6603	66.03%
CYP1A2 inhibition	-	0.5114	51.14%
CYP2C8 inhibition	-	0.7407	74.07%
CYP inhibitory promiscuity	+	0.6318	63.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9986	99.86%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8930	89.30%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7775	77.75%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	+	0.6008	60.08%
Androgen receptor binding	+	0.6625	66.25%
Thyroid receptor binding	+	0.7277	72.77%
Glucocorticoid receptor binding	-	0.4832	48.32%
Aromatase binding	+	0.7983	79.83%
PPAR gamma	+	0.6895	68.95%
Honey bee toxicity	-	0.8471	84.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7895	78.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1914	P06276	Butyrylcholinesterase	98.90%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.83%	96.09%
CHEMBL240	Q12809	HERG	98.28%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.20%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.65%	95.17%
CHEMBL255	P29275	Adenosine A2b receptor	96.66%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	95.90%	94.75%
CHEMBL222	P23975	Norepinephrine transporter	95.54%	96.06%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	93.18%	90.71%
CHEMBL228	P31645	Serotonin transporter	93.11%	95.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.17%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.52%	96.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.41%	96.39%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.68%	90.08%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL202	P00374	Dihydrofolate reductase	88.43%	89.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.14%	93.99%
CHEMBL3524	P56524	Histone deacetylase 4	85.99%	92.97%
CHEMBL299	P17252	Protein kinase C alpha	85.78%	98.03%
CHEMBL5028	O14672	ADAM10	84.41%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.41%	95.83%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.30%	94.66%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.78%	89.62%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.62%	88.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.43%	85.49%

Plants that contains it

• Psychotria calocarpa

Cross-Links

• PubChem: 163015433
• LOTUS: LTS0178230
• wikiData: Q105349692