1-(3-Bromophenyl)-2-[2-(hydroxymethyl)-3-methoxyphenyl]-7-methylbenzo[cd]indol-3-one

Details

• Internal ID: 098ce7a5-3fbe-4a6a-a019-a0f63f374068
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 2-phenylindoles
• IUPAC Name: 1-(3-bromophenyl)-2-[2-(hydroxymethyl)-3-methoxyphenyl]-7-methylbenzo[cd]indol-3-one
• InChI: InChI=1S/C26H20BrNO3/c1-15-11-16-9-10-22(30)25-24(16)21(12-15)28(18-6-3-5-17(27)13-18)26(25)19-7-4-8-23(31-2)20(19)14-29/h3-13,29H,14H2,1-2H3
• InChI Key: RLQQGRQEHLXULL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₀BrNO₃
• Molecular Weight: 474.30 g/mol
• Exact Mass: 473.06266 g/mol
• Topological Polar Surface Area (TPSA): 51.50 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6543	65.43%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5053	50.53%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9174	91.74%
P-glycoprotein inhibitior	+	0.6465	64.65%
P-glycoprotein substrate	-	0.5601	56.01%
CYP3A4 substrate	+	0.6723	67.23%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.5238	52.38%
CYP2C9 inhibition	+	0.6296	62.96%
CYP2C19 inhibition	+	0.8215	82.15%
CYP2D6 inhibition	-	0.7147	71.47%
CYP1A2 inhibition	+	0.8119	81.19%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	+	0.9407	94.07%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8359	83.59%
Carcinogenicity (trinary)	Non-required	0.3689	36.89%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8557	85.57%
Skin irritation	-	0.8385	83.85%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4729	47.29%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	+	0.6090	60.90%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7034	70.34%
Acute Oral Toxicity (c)	III	0.6272	62.72%
Estrogen receptor binding	+	0.8755	87.55%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	+	0.5908	59.08%
Glucocorticoid receptor binding	+	0.8819	88.19%
Aromatase binding	+	0.6840	68.40%
PPAR gamma	+	0.8733	87.33%
Honey bee toxicity	-	0.8378	83.78%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9765	97.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.60%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.69%	94.00%
CHEMBL2535	P11166	Glucose transporter	93.00%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.17%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.90%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.87%	89.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.40%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.72%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	87.39%	93.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.36%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.01%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.80%	93.03%
CHEMBL1811	P34995	Prostanoid EP1 receptor	85.41%	95.71%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.31%	92.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.16%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.75%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.55%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.49%	80.78%
CHEMBL220	P22303	Acetylcholinesterase	81.95%	94.45%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.77%	94.05%
CHEMBL4208	P20618	Proteasome component C5	81.33%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163113085
• LOTUS: LTS0257015
• wikiData: Q105240445