Quinoline-4-carboxylic acid

Details

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Internal ID 9fdcbbac-215f-467e-b358-b82de064e7fd
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
IUPAC Name quinoline-4-carboxylic acid
SMILES (Canonical) C1=CC=C2C(=C1)C(=CC=N2)C(=O)O
SMILES (Isomeric) C1=CC=C2C(=C1)C(=CC=N2)C(=O)O
InChI InChI=1S/C10H7NO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H,12,13)
InChI Key VQMSRUREDGBWKT-UHFFFAOYSA-N
Popularity 201 references in papers

Physical and Chemical Properties

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Molecular Formula C10H7NO2
Molecular Weight 173.17 g/mol
Exact Mass 173.047678466 g/mol
Topological Polar Surface Area (TPSA) 50.20 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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486-74-8
4-Quinolinecarboxylic acid
4-Carboxyquinoline
CINCHONINIC ACID
Cinchonic acid
USAF D-2
NSC 13138
MFCD00006782
EINECS 207-640-1
BRN 0005224
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Quinoline-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9969 99.69%
Caco-2 + 0.7629 76.29%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.8571 85.71%
Subcellular localzation Mitochondria 0.4870 48.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9755 97.55%
OATP1B3 inhibitior + 0.9641 96.41%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8659 86.59%
P-glycoprotein inhibitior - 0.9791 97.91%
P-glycoprotein substrate - 0.9748 97.48%
CYP3A4 substrate - 0.7436 74.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition - 0.9339 93.39%
CYP2C9 inhibition - 0.9572 95.72%
CYP2C19 inhibition - 0.7093 70.93%
CYP2D6 inhibition - 0.9074 90.74%
CYP1A2 inhibition - 0.6036 60.36%
CYP2C8 inhibition + 0.5148 51.48%
CYP inhibitory promiscuity - 0.9747 97.47%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8239 82.39%
Carcinogenicity (trinary) Non-required 0.7576 75.76%
Eye corrosion - 0.9851 98.51%
Eye irritation + 0.9956 99.56%
Skin irritation + 0.8662 86.62%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8605 86.05%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8260 82.60%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.6370 63.70%
Acute Oral Toxicity (c) III 0.4668 46.68%
Estrogen receptor binding - 0.6916 69.16%
Androgen receptor binding - 0.6711 67.11%
Thyroid receptor binding - 0.5919 59.19%
Glucocorticoid receptor binding - 0.6090 60.90%
Aromatase binding - 0.6133 61.33%
PPAR gamma + 0.7059 70.59%
Honey bee toxicity - 0.9543 95.43%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.8600 86.00%
Fish aquatic toxicity - 0.5742 57.42%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 92.98% 96.47%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.48% 87.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.53% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.33% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.73% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.90% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.57% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.75% 96.09%
CHEMBL3202 P48147 Prolyl endopeptidase 87.46% 90.65%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.29% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.29% 99.23%
CHEMBL2535 P11166 Glucose transporter 85.92% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.04% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.02% 89.00%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL1811 P34995 Prostanoid EP1 receptor 81.78% 95.71%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 80.21% 87.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Thymus vulgaris

Cross-Links

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PubChem 10243
NPASS NPC228064
LOTUS LTS0060399
wikiData Q27102986