3-methyl-1H-benzo[f]indole-4,9-dione

Details

• Internal ID: 79a70d3a-8e28-4c8f-9750-922c1d89fb45
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 3-methyl-1H-benzo[f]indole-4,9-dione
• SMILES (Canonical): CC1=CNC2=C1C(=O)C3=CC=CC=C3C2=O
• SMILES (Isomeric): CC1=CNC2=C1C(=O)C3=CC=CC=C3C2=O
• InChI: InChI=1S/C13H9NO2/c1-7-6-14-11-10(7)12(15)8-4-2-3-5-9(8)13(11)16/h2-6,14H,1H3
• InChI Key: DWOTVFRUZKCMJB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₉NO₂
• Molecular Weight: 211.22 g/mol
• Exact Mass: 211.063328530 g/mol
• Topological Polar Surface Area (TPSA): 49.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7253	72.53%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9565	95.65%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7084	70.84%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	-	0.9303	93.03%
CYP3A4 substrate	-	0.6232	62.32%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.7459	74.59%
CYP2C9 inhibition	-	0.5592	55.92%
CYP2C19 inhibition	-	0.6295	62.95%
CYP2D6 inhibition	-	0.8761	87.61%
CYP1A2 inhibition	+	0.9418	94.18%
CYP2C8 inhibition	-	0.9043	90.43%
CYP inhibitory promiscuity	+	0.5173	51.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5427	54.27%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.5909	59.09%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6950	69.50%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8843	88.43%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5988	59.88%
Acute Oral Toxicity (c)	III	0.7982	79.82%
Estrogen receptor binding	+	0.6238	62.38%
Androgen receptor binding	-	0.5589	55.89%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	-	0.4767	47.67%
Aromatase binding	+	0.6641	66.41%
PPAR gamma	-	0.6317	63.17%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5246	52.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.78%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.18%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.46%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.73%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.67%	93.65%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.85%	83.10%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.10%	92.67%
CHEMBL3524	P56524	Histone deacetylase 4	80.15%	92.97%

Plants that contains it

• Goniothalamus tapis
• Mortonia palmeri

Cross-Links

• PubChem: 15503175
• NPASS: NPC307872
• LOTUS: LTS0088879
• wikiData: Q104990671