4-(hydroxymethyl)-1H-indeno[2,1-b]pyridine-2,9-dione

Details

• Internal ID: 77df70af-eda1-4d84-a2d3-4cbe8548cee0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones
• IUPAC Name: 4-(hydroxymethyl)-1H-indeno[2,1-b]pyridine-2,9-dione
• InChI: InChI=1S/C13H9NO3/c15-6-7-5-10(16)14-12-11(7)8-3-1-2-4-9(8)13(12)17/h1-5,15H,6H2,(H,14,16)
• InChI Key: GWHIATSUGRFNFZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₉NO₃
• Molecular Weight: 227.21 g/mol
• Exact Mass: 227.058243149 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.7493	74.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7453	74.53%
P-glycoprotein inhibitior	-	0.9636	96.36%
P-glycoprotein substrate	-	0.9371	93.71%
CYP3A4 substrate	-	0.5999	59.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.8753	87.53%
CYP2C9 inhibition	-	0.6890	68.90%
CYP2C19 inhibition	-	0.8128	81.28%
CYP2D6 inhibition	-	0.8539	85.39%
CYP1A2 inhibition	+	0.7999	79.99%
CYP2C8 inhibition	-	0.9029	90.29%
CYP inhibitory promiscuity	-	0.6769	67.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.5838	58.38%
Skin irritation	-	0.8209	82.09%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8803	88.03%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5201	52.01%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4700	47.00%
Acute Oral Toxicity (c)	III	0.6445	64.45%
Estrogen receptor binding	+	0.5541	55.41%
Androgen receptor binding	+	0.8547	85.47%
Thyroid receptor binding	-	0.6142	61.42%
Glucocorticoid receptor binding	+	0.8932	89.32%
Aromatase binding	+	0.7885	78.85%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7000	70.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.57%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.51%	96.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.99%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.18%	82.69%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.39%	81.14%

Plants that contains it

• Guatteria blepharophylla

Cross-Links

• PubChem: 162846113
• LOTUS: LTS0127208
• wikiData: Q105022372