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

Details

• Internal ID: 902c759e-a166-41fd-9032-2f527eedd420
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 2-phenylindoles
• IUPAC Name: 1-(3-chlorophenyl)-2-[2-(hydroxymethyl)-3-methoxyphenyl]-7-methylbenzo[cd]indol-3-one
• InChI: InChI=1S/C26H20ClNO3/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: DGQSSBWVTZDGEP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₀ClNO₃
• Molecular Weight: 429.90 g/mol
• Exact Mass: 429.1131712 g/mol
• Topological Polar Surface Area (TPSA): 51.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.97
• 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	+	0.9955	99.55%
Caco-2	+	0.7646	76.46%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5417	54.17%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9795	97.95%
P-glycoprotein inhibitior	+	0.6571	65.71%
P-glycoprotein substrate	-	0.5691	56.91%
CYP3A4 substrate	+	0.7093	70.93%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.5113	51.13%
CYP2C9 inhibition	+	0.6077	60.77%
CYP2C19 inhibition	+	0.8479	84.79%
CYP2D6 inhibition	-	0.7055	70.55%
CYP1A2 inhibition	+	0.8199	81.99%
CYP2C8 inhibition	+	0.6581	65.81%
CYP inhibitory promiscuity	+	0.9246	92.46%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7749	77.49%
Carcinogenicity (trinary)	Non-required	0.3854	38.54%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.8388	83.88%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3927	39.27%
Micronuclear	+	0.7274	72.74%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4749	47.49%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	+	0.8890	88.90%
Androgen receptor binding	+	0.6308	63.08%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.8512	85.12%
Aromatase binding	+	0.6535	65.35%
PPAR gamma	+	0.9119	91.19%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5153	51.53%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.88%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.20%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.09%	96.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.85%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.86%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.87%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.93%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.71%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.25%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.21%	86.92%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	86.58%	96.10%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.86%	97.21%
CHEMBL4208	P20618	Proteasome component C5	85.13%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.50%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.96%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.94%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.50%	97.14%
CHEMBL2443	P49862	Kallikrein 7	82.27%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	81.71%	93.31%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.63%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.72%	89.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.15%	94.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163108204
• LOTUS: LTS0186577
• wikiData: Q104979150