(3aR,8bS)-6-bromo-3-methyl-4,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole

Details

• Internal ID: a539655c-a353-459a-88e4-7f6ba870c109
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (3aR,8bS)-6-bromo-3-methyl-4,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• InChI: InChI=1S/C21H29BrN2/c1-15(2)8-10-21-11-13-23(5)20(21)24(12-9-16(3)4)19-14-17(22)6-7-18(19)21/h6-9,14,20H,10-13H2,1-5H3/t20-,21+/m1/s1
• InChI Key: AXCACHVTDPCEAS-RTWAWAEBSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉BrN₂
• Molecular Weight: 389.40 g/mol
• Exact Mass: 388.15141 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL4802544

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.8295	82.95%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.3687	36.87%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6389	63.89%
P-glycoprotein inhibitior	-	0.6301	63.01%
P-glycoprotein substrate	+	0.5115	51.15%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.9706	97.06%
CYP2C9 inhibition	-	0.8274	82.74%
CYP2C19 inhibition	-	0.6372	63.72%
CYP2D6 inhibition	-	0.5586	55.86%
CYP1A2 inhibition	-	0.6389	63.89%
CYP2C8 inhibition	-	0.7378	73.78%
CYP inhibitory promiscuity	-	0.6252	62.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8635	86.35%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7311	73.11%
Skin corrosion	-	0.8386	83.86%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7933	79.33%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8319	83.19%
Acute Oral Toxicity (c)	III	0.6626	66.26%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.5710	57.10%
Thyroid receptor binding	+	0.8491	84.91%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	+	0.5501	55.01%
PPAR gamma	+	0.8408	84.08%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.39%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.40%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.12%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.69%	89.62%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL238	Q01959	Dopamine transporter	85.85%	95.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.19%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.98%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.77%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.72%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.32%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.24%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10408002
• LOTUS: LTS0056772
• wikiData: Q104920422