6-Bromo-3-methyl-4,8b-bis(3-methylbut-2-enyl)-1,3a-dihydropyrrolo[2,3-b]indol-2-one

Details

• Internal ID: e5980d6e-8535-4f7e-9237-ab36abbbfda9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 6-bromo-3-methyl-4,8b-bis(3-methylbut-2-enyl)-1,3a-dihydropyrrolo[2,3-b]indol-2-one
• InChI: InChI=1S/C21H27BrN2O/c1-14(2)8-10-21-13-19(25)23(5)20(21)24(11-9-15(3)4)18-12-16(22)6-7-17(18)21/h6-9,12,20H,10-11,13H2,1-5H3
• InChI Key: UKUFKGOAWMVCIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₇BrN₂O
• Molecular Weight: 403.40 g/mol
• Exact Mass: 402.13068 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.7761	77.61%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6685	66.85%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7811	78.11%
P-glycoprotein inhibitior	-	0.5948	59.48%
P-glycoprotein substrate	-	0.6254	62.54%
CYP3A4 substrate	+	0.5929	59.29%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.6131	61.31%
CYP2C9 inhibition	+	0.5710	57.10%
CYP2C19 inhibition	+	0.6064	60.64%
CYP2D6 inhibition	-	0.7372	73.72%
CYP1A2 inhibition	+	0.6042	60.42%
CYP2C8 inhibition	-	0.7745	77.45%
CYP inhibitory promiscuity	+	0.7268	72.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8022	80.22%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8756	87.56%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.8762	87.62%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3622	36.22%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8084	80.84%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6699	66.99%
Acute Oral Toxicity (c)	III	0.5446	54.46%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.5955	59.55%
Thyroid receptor binding	+	0.7861	78.61%
Glucocorticoid receptor binding	+	0.8082	80.82%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.8874	88.74%
Honey bee toxicity	-	0.9056	90.56%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9441	94.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.01%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.39%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.85%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.86%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.41%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.18%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.22%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23425784
• LOTUS: LTS0115886
• wikiData: Q105274906