(2R)-3-methyl-1-(4,6,7-trimethoxyfuro[2,3-b]quinolin-5-yl)but-3-en-2-ol

Details

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Internal ID 781e55db-f8ac-4f51-b1bb-768e770f26cf
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
IUPAC Name (2R)-3-methyl-1-(4,6,7-trimethoxyfuro[2,3-b]quinolin-5-yl)but-3-en-2-ol
SMILES (Canonical) CC(=C)C(CC1=C2C(=CC(=C1OC)OC)N=C3C(=C2OC)C=CO3)O
SMILES (Isomeric) CC(=C)[C@@H](CC1=C2C(=CC(=C1OC)OC)N=C3C(=C2OC)C=CO3)O
InChI InChI=1S/C19H21NO5/c1-10(2)14(21)8-12-16-13(9-15(22-3)17(12)23-4)20-19-11(6-7-25-19)18(16)24-5/h6-7,9,14,21H,1,8H2,2-5H3/t14-/m1/s1
InChI Key NZCSKPHQVOOCEZ-CQSZACIVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H21NO5
Molecular Weight 343.40 g/mol
Exact Mass 343.14197277 g/mol
Topological Polar Surface Area (TPSA) 74.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.49
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 (2R)-3-methyl-1-(4,6,7-trimethoxyfuro[2,3-b]quinolin-5-yl)but-3-en-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 + 0.9865 98.65%
Caco-2 + 0.6923 69.23%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Plasma membrane 0.4043 40.43%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.9166 91.66%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4498 44.98%
P-glycoprotein inhibitior - 0.6494 64.94%
P-glycoprotein substrate - 0.6641 66.41%
CYP3A4 substrate + 0.5417 54.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7020 70.20%
CYP3A4 inhibition + 0.5738 57.38%
CYP2C9 inhibition - 0.8220 82.20%
CYP2C19 inhibition - 0.6824 68.24%
CYP2D6 inhibition - 0.8814 88.14%
CYP1A2 inhibition + 0.6791 67.91%
CYP2C8 inhibition + 0.7189 71.89%
CYP inhibitory promiscuity + 0.5180 51.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4748 47.48%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.7407 74.07%
Skin irritation - 0.7912 79.12%
Skin corrosion - 0.9412 94.12%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7310 73.10%
Micronuclear + 0.5959 59.59%
Hepatotoxicity + 0.6306 63.06%
skin sensitisation - 0.8079 80.79%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7817 78.17%
Acute Oral Toxicity (c) III 0.4790 47.90%
Estrogen receptor binding + 0.6098 60.98%
Androgen receptor binding + 0.5775 57.75%
Thyroid receptor binding + 0.7925 79.25%
Glucocorticoid receptor binding + 0.7918 79.18%
Aromatase binding + 0.6410 64.10%
PPAR gamma + 0.7978 79.78%
Honey bee toxicity - 0.8279 82.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7635 76.35%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.52% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.91% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL5747 Q92793 CREB-binding protein 93.70% 95.12%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.93% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.99% 94.45%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.22% 94.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.21% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.96% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.33% 86.33%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.34% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 84.95% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.81% 89.62%
CHEMBL1255126 O15151 Protein Mdm4 84.71% 90.20%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.40% 89.44%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.05% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.28% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.44% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.86% 95.83%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.65% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.49% 91.49%

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.
Choisya ternata

Cross-Links

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PubChem 162871356
LOTUS LTS0235687
wikiData Q105187828