(2S)-3-chloro-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutan-2-ol

Details

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Internal ID a22b5b6b-243a-4d46-819e-7b424e9835a6
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
IUPAC Name (2S)-3-chloro-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutan-2-ol
SMILES (Canonical) CC(C)(C(COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)Cl
SMILES (Isomeric) CC(C)([C@H](COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)O)Cl
InChI InChI=1S/C18H20ClNO5/c1-18(2,19)13(21)9-25-12-6-5-10-14(16(12)23-4)20-17-11(7-8-24-17)15(10)22-3/h5-8,13,21H,9H2,1-4H3/t13-/m0/s1
InChI Key GYELSEKKRALRGC-ZDUSSCGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H20ClNO5
Molecular Weight 365.80 g/mol
Exact Mass 365.1030004 g/mol
Topological Polar Surface Area (TPSA) 74.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.76
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-3-chloro-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutan-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 + 0.5771 57.71%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5627 56.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9504 95.04%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9111 91.11%
P-glycoprotein inhibitior - 0.8351 83.51%
P-glycoprotein substrate - 0.6428 64.28%
CYP3A4 substrate + 0.5409 54.09%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.6819 68.19%
CYP3A4 inhibition - 0.7002 70.02%
CYP2C9 inhibition - 0.7988 79.88%
CYP2C19 inhibition - 0.7179 71.79%
CYP2D6 inhibition - 0.8971 89.71%
CYP1A2 inhibition + 0.7533 75.33%
CYP2C8 inhibition + 0.6033 60.33%
CYP inhibitory promiscuity + 0.5338 53.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7738 77.38%
Carcinogenicity (trinary) Non-required 0.5329 53.29%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9387 93.87%
Skin irritation - 0.8058 80.58%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8767 87.67%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.7625 76.25%
skin sensitisation - 0.8263 82.63%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6640 66.40%
Acute Oral Toxicity (c) III 0.6036 60.36%
Estrogen receptor binding + 0.8509 85.09%
Androgen receptor binding + 0.6711 67.11%
Thyroid receptor binding + 0.8041 80.41%
Glucocorticoid receptor binding + 0.8686 86.86%
Aromatase binding + 0.8335 83.35%
PPAR gamma + 0.7965 79.65%
Honey bee toxicity - 0.8760 87.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.5000 50.00%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.35% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.48% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.89% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.88% 96.00%
CHEMBL5747 Q92793 CREB-binding protein 89.59% 95.12%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.83% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.61% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 86.46% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.11% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.38% 86.33%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.24% 92.29%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.77% 96.90%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.60% 96.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.31% 91.11%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.26% 94.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.49% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.36% 86.92%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.28% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.97% 95.56%

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.
Ertela trifolia

Cross-Links

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PubChem 162960518
LOTUS LTS0115196
wikiData Q105023648