7-Hydroxy-3,6-dimethoxy-4-methylindeno[1,2-b]pyridin-5-one

Details

• Internal ID: fb04f5cd-e90d-451f-9abe-c8748844eb27
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 7-hydroxy-3,6-dimethoxy-4-methylindeno[1,2-b]pyridin-5-one
• SMILES (Canonical): CC1=C2C(=NC=C1OC)C3=C(C2=O)C(=C(C=C3)O)OC
• SMILES (Isomeric): CC1=C2C(=NC=C1OC)C3=C(C2=O)C(=C(C=C3)O)OC
• InChI: InChI=1S/C15H13NO4/c1-7-10(19-2)6-16-13-8-4-5-9(17)15(20-3)12(8)14(18)11(7)13/h4-6,17H,1-3H3
• InChI Key: XAYVWBQWELIOMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₄
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.08445790 g/mol
• Topological Polar Surface Area (TPSA): 68.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.7070	70.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8235	82.35%
P-glycoprotein inhibitior	-	0.8797	87.97%
P-glycoprotein substrate	-	0.9072	90.72%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8318	83.18%
CYP3A4 inhibition	+	0.7314	73.14%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.5651	56.51%
CYP2D6 inhibition	-	0.7148	71.48%
CYP1A2 inhibition	+	0.7805	78.05%
CYP2C8 inhibition	+	0.5829	58.29%
CYP inhibitory promiscuity	+	0.5451	54.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5671	56.71%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.5618	56.18%
Skin irritation	-	0.8426	84.26%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6113	61.13%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9365	93.65%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5285	52.85%
Acute Oral Toxicity (c)	III	0.4955	49.55%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	-	0.6576	65.76%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	-	0.4870	48.70%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.5787	57.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.21%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	93.12%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.44%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	90.83%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.23%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.07%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.26%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.23%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.06%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.49%	94.75%

Plants that contains it

• Piptostigma fugax

Cross-Links

• PubChem: 135432199
• LOTUS: LTS0180148
• wikiData: Q105324239