5,7-Dibromo-8b-(3,7-dimethylocta-2,6-dienyl)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8-ol

Details

• Internal ID: 80f505e0-ef9f-4a1b-92a8-208f66089874
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 5,7-dibromo-8b-(3,7-dimethylocta-2,6-dienyl)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8-ol
• InChI: InChI=1S/C21H28Br2N2O/c1-13(2)6-5-7-14(3)8-9-21-10-11-25(4)20(21)24-18-15(22)12-16(23)19(26)17(18)21/h6,8,12,20,24,26H,5,7,9-11H2,1-4H3
• InChI Key: PFOHXQUYBHBQAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈Br₂N₂O
• Molecular Weight: 484.30 g/mol
• Exact Mass: 484.05479 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 3
• 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	+	0.9876	98.76%
Caco-2	+	0.5906	59.06%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5122	51.22%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9093	90.93%
P-glycoprotein inhibitior	-	0.6239	62.39%
P-glycoprotein substrate	+	0.6819	68.19%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7003	70.03%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.6475	64.75%
CYP2C19 inhibition	-	0.5258	52.58%
CYP2D6 inhibition	-	0.5778	57.78%
CYP1A2 inhibition	-	0.5133	51.33%
CYP2C8 inhibition	-	0.8019	80.19%
CYP inhibitory promiscuity	+	0.6650	66.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9122	91.22%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9791	97.91%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8831	88.31%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5550	55.50%
skin sensitisation	-	0.8170	81.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9431	94.31%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.6474	64.74%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.6983	69.83%
Glucocorticoid receptor binding	+	0.7678	76.78%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	+	0.7979	79.79%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.52%	94.45%
CHEMBL240	Q12809	HERG	92.09%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.68%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.50%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL233	P35372	Mu opioid receptor	88.19%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.44%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.85%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.83%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.42%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	86.29%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.36%	93.99%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.91%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL228	P31645	Serotonin transporter	83.72%	95.51%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.43%	82.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.96%	90.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.47%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.12%	91.24%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.08%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.72%	92.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.29%	90.71%
CHEMBL238	Q01959	Dopamine transporter	81.06%	95.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.70%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75069084
• LOTUS: LTS0182297
• wikiData: Q105207881