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1-Cyclopropyl-8-(difluoromethoxy)-6-fluoro-4-oxo-7-(4-pyrimidin-2-ylpiperazin-1-yl)quinoline-3-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 06d551c8-8168-4129-aa41-d2d343b22283
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
IUPAC Name 1-cyclopropyl-8-(difluoromethoxy)-6-fluoro-4-oxo-7-(4-pyrimidin-2-ylpiperazin-1-yl)quinoline-3-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H20F3N5O4/c23-15-10-13-16(30(12-2-3-12)11-14(18(13)31)20(32)33)19(34-21(24)25)17(15)28-6-8-29(9-7-28)22-26-4-1-5-27-22/h1,4-5,10-12,21H,2-3,6-9H2,(H,32,33)
InChI Key XPIOXYHBJMSKMA-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C22H20F3N5O4
Molecular Weight 475.40 g/mol
Exact Mass 475.14673862 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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CHEMBL104743
SCHEMBL8878712
XPIOXYHBJMSKMA-UHFFFAOYSA-N
1-Cyclopropyl-8-difluoromethoxy-6-fluoro-1,4-didehydro-7-[4-(2-pyrimidyl)-1piperazinyl]-4-oxoquinoline-3-carboxylic acid

2D Structure

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2D Structure of 1-Cyclopropyl-8-(difluoromethoxy)-6-fluoro-4-oxo-7-(4-pyrimidin-2-ylpiperazin-1-yl)quinoline-3-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 + 0.9875 98.75%
Caco-2 - 0.6532 65.32%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.9143 91.43%
Subcellular localzation Mitochondria 0.5608 56.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9357 93.57%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6660 66.60%
P-glycoprotein substrate + 0.7685 76.85%
CYP3A4 substrate - 0.5499 54.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.9275 92.75%
CYP2C9 inhibition - 0.6869 68.69%
CYP2C19 inhibition - 0.7237 72.37%
CYP2D6 inhibition - 0.9250 92.50%
CYP1A2 inhibition - 0.6872 68.72%
CYP2C8 inhibition - 0.8107 81.07%
CYP inhibitory promiscuity - 0.7974 79.74%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6043 60.43%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9553 95.53%
Skin irritation - 0.7636 76.36%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis + 0.5083 50.83%
Human Ether-a-go-go-Related Gene inhibition - 0.6168 61.68%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.8690 86.90%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5090 50.90%
Acute Oral Toxicity (c) III 0.7237 72.37%
Estrogen receptor binding - 0.5723 57.23%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5316 53.16%
Glucocorticoid receptor binding - 0.4854 48.54%
Aromatase binding - 0.5392 53.92%
PPAR gamma + 0.6816 68.16%
Honey bee toxicity - 0.8728 87.28%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9592 95.92%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.72% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.95% 93.00%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 93.44% 100.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.49% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.77% 97.53%
CHEMBL2535 P11166 Glucose transporter 89.87% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.60% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 89.19% 92.97%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.87% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.94% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.40% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.31% 86.33%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.98% 95.69%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.60% 99.17%
CHEMBL4302 P08183 P-glycoprotein 1 85.46% 92.98%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.06% 94.42%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.81% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.98% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.52% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.09% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.05% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 82.64% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.44% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.18% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.81% 99.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.78% 88.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.65% 90.24%
CHEMBL4531 P17931 Galectin-3 80.63% 96.90%

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.
There are no matching plants.

Cross-Links

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PubChem 469669
LOTUS LTS0204778
wikiData Q105338406