4,10-Dihydroxy-7,8-dioxo-1,2,3,4-tetrahydrobenzo[h][1,5]naphthyridine-2-carboxylic acid

Details

• Internal ID: 242852b7-9635-49de-ad6e-fcad9c5e0f3e
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines > Naphthyridine carboxylic acids and derivatives
• IUPAC Name: 4,10-dihydroxy-7,8-dioxo-1,2,3,4-tetrahydrobenzo[h][1,5]naphthyridine-2-carboxylic acid
• SMILES (Canonical): C1C(C2=NC=C3C(=C2NC1C(=O)O)C(=CC(=O)C3=O)O)O
• SMILES (Isomeric): C1C(C2=NC=C3C(=C2NC1C(=O)O)C(=CC(=O)C3=O)O)O
• InChI: InChI=1S/C13H10N2O6/c16-6-2-8(18)12(19)4-3-14-10-7(17)1-5(13(20)21)15-11(10)9(4)6/h2-3,5,7,15-17H,1H2,(H,20,21)
• InChI Key: UQCMMCKISQFOFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀N₂O₆
• Molecular Weight: 290.23 g/mol
• Exact Mass: 290.05388604 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8689	86.89%
Caco-2	-	0.7603	76.03%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Nucleus	0.5410	54.10%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9817	98.17%
BSEP inhibitior	-	0.9620	96.20%
P-glycoprotein inhibitior	-	0.9773	97.73%
P-glycoprotein substrate	-	0.6460	64.60%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.9742	97.42%
CYP2C9 inhibition	-	0.8687	86.87%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.8302	83.02%
CYP1A2 inhibition	-	0.6933	69.33%
CYP2C8 inhibition	-	0.7288	72.88%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6499	64.99%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8471	84.71%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7719	77.19%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8522	85.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5519	55.19%
Acute Oral Toxicity (c)	III	0.5335	53.35%
Estrogen receptor binding	-	0.7093	70.93%
Androgen receptor binding	+	0.6606	66.06%
Thyroid receptor binding	-	0.6656	66.56%
Glucocorticoid receptor binding	-	0.5082	50.82%
Aromatase binding	-	0.7053	70.53%
PPAR gamma	-	0.5632	56.32%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6067	60.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.39%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.59%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.92%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	89.83%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.37%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.84%	96.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.51%	92.68%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.03%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584480
• LOTUS: LTS0097131
• wikiData: Q77369977