(3R,4S)-3,6-dihydroxy-4-methyl-3,4-dihydro-1H-benzo[g]quinoline-2,5,10-trione

Details

• Internal ID: a4d84650-1e82-4829-9079-5b52f73f8040
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines
• IUPAC Name: (3R,4S)-3,6-dihydroxy-4-methyl-3,4-dihydro-1H-benzo[g]quinoline-2,5,10-trione
• InChI: InChI=1S/C14H11NO5/c1-5-8-10(15-14(20)11(5)17)12(18)6-3-2-4-7(16)9(6)13(8)19/h2-5,11,16-17H,1H3,(H,15,20)/t5-,11+/m0/s1
• InChI Key: TUNMBIRKCXOVMR-ULHQUTTKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₅
• Molecular Weight: 273.24 g/mol
• Exact Mass: 273.06372245 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9212	92.12%
P-glycoprotein inhibitior	-	0.9532	95.32%
P-glycoprotein substrate	-	0.7120	71.20%
CYP3A4 substrate	+	0.5275	52.75%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.8847	88.47%
CYP2C9 inhibition	-	0.6515	65.15%
CYP2C19 inhibition	-	0.7205	72.05%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	+	0.5386	53.86%
CYP2C8 inhibition	-	0.9003	90.03%
CYP inhibitory promiscuity	-	0.7146	71.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6074	60.74%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8054	80.54%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9076	90.76%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6662	66.62%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	+	0.6589	65.89%
Androgen receptor binding	+	0.6092	60.92%
Thyroid receptor binding	-	0.7485	74.85%
Glucocorticoid receptor binding	-	0.5275	52.75%
Aromatase binding	-	0.6937	69.37%
PPAR gamma	-	0.7682	76.82%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7356	73.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.35%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.24%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.88%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.78%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.43%	91.49%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.35%	92.88%
CHEMBL226	P30542	Adenosine A1 receptor	82.96%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.80%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.46%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.03%	93.40%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.29%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.17%	82.69%

Plants that contains it

• Goniothalamus laoticus

Cross-Links

• PubChem: 163008371
• LOTUS: LTS0145339
• wikiData: Q105264879