4-Hydroxy-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

Details

• Internal ID: b104a160-de6f-43d4-8490-bc3e49440696
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
• IUPAC Name: 4-hydroxy-2,3-dihydro-1H-quinoline-4-carboxylic acid
• SMILES (Canonical): C1CNC2=CC=CC=C2C1(C(=O)O)O
• SMILES (Isomeric): C1CNC2=CC=CC=C2C1(C(=O)O)O
• InChI: InChI=1S/C10H11NO3/c12-9(13)10(14)5-6-11-8-4-2-1-3-7(8)10/h1-4,11,14H,5-6H2,(H,12,13)
• InChI Key: XMBFPFCDVMKUIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.20 g/mol
• Exact Mass: 193.07389321 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 306955-19-1
• 4-Hydroxy-1,2,3,4-tetrahydroquinoline-4-carboxylicacid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9346	93.46%
Caco-2	+	0.5748	57.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5920	59.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9595	95.95%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9928	99.28%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	-	0.6123	61.23%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7003	70.03%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.7737	77.37%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.9703	97.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6749	67.49%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.9514	95.14%
Skin irritation	-	0.7332	73.32%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8607	86.07%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.7643	76.43%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4771	47.71%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	-	0.7989	79.89%
Androgen receptor binding	-	0.5177	51.77%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	-	0.8110	81.10%
Aromatase binding	-	0.8303	83.03%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.9827	98.27%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9336	93.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.07%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.78%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.91%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.02%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.42%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.83%	93.03%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.08%	90.24%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 5322167
• NPASS: NPC305627