(+)-(r)-2-Oxo-1,2,3,4-tetrahydroquinoline-4-carboxamide

Details

• Internal ID: a0754ae7-569a-4b26-a15d-0f79a6d5910f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxamides
• IUPAC Name: (4R)-2-oxo-3,4-dihydro-1H-quinoline-4-carboxamide
• SMILES (Canonical): C1C(C2=CC=CC=C2NC1=O)C(=O)N
• SMILES (Isomeric): C1[C@H](C2=CC=CC=C2NC1=O)C(=O)N
• InChI: InChI=1S/C10H10N2O2/c11-10(14)7-5-9(13)12-8-4-2-1-3-6(7)8/h1-4,7H,5H2,(H2,11,14)(H,12,13)/t7-/m1/s1
• InChI Key: DLPOANDLVJHGGA-SSDOTTSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.20 g/mol
• Exact Mass: 190.074227566 g/mol
• Topological Polar Surface Area (TPSA): 72.20 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (+)-(r)-2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxamide
• (4R)-2-Oxo-1,2,3,4-tetrahydroquinoline-4beta-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.5606	56.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4342	43.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9642	96.42%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8915	89.15%
P-glycoprotein inhibitior	-	0.9920	99.20%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	-	0.5517	55.17%
CYP2C9 substrate	-	0.7388	73.88%
CYP2D6 substrate	-	0.7560	75.60%
CYP3A4 inhibition	-	0.8159	81.59%
CYP2C9 inhibition	-	0.9556	95.56%
CYP2C19 inhibition	-	0.9270	92.70%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.5410	54.10%
CYP2C8 inhibition	-	0.8754	87.54%
CYP inhibitory promiscuity	-	0.9168	91.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7885	78.85%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7668	76.68%
Acute Oral Toxicity (c)	III	0.6063	60.63%
Estrogen receptor binding	-	0.6930	69.30%
Androgen receptor binding	+	0.6049	60.49%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	-	0.5969	59.69%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	+	0.7142	71.42%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.9047	90.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.00%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.43%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.44%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.69%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.86%	82.69%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.16%	83.10%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 60156055
• NPASS: NPC205652
• LOTUS: LTS0227484
• wikiData: Q104984565