2-[(2S)-4,8-dimethoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-ol

Details

Top
Internal ID 515db80e-f7dd-4842-a1d3-ecd4cdbe1207
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
IUPAC Name 2-[(2S)-4,8-dimethoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-ol
SMILES (Canonical) CC(C)(C1CC2=C(C3=C(C(=CC=C3)OC)N=C2O1)OC)O
SMILES (Isomeric) CC(C)([C@@H]1CC2=C(C3=C(C(=CC=C3)OC)N=C2O1)OC)O
InChI InChI=1S/C16H19NO4/c1-16(2,18)12-8-10-14(20-4)9-6-5-7-11(19-3)13(9)17-15(10)21-12/h5-7,12,18H,8H2,1-4H3/t12-/m0/s1
InChI Key ATMCODLMEYXDPC-LBPRGKRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C16H19NO4
Molecular Weight 289.33 g/mol
Exact Mass 289.13140809 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[(2S)-4,8-dimethoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9783 97.83%
Caco-2 + 0.7032 70.32%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6026 60.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9407 94.07%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.8939 89.39%
P-glycoprotein substrate - 0.7778 77.78%
CYP3A4 substrate + 0.6307 63.07%
CYP2C9 substrate - 0.8176 81.76%
CYP2D6 substrate + 0.3486 34.86%
CYP3A4 inhibition - 0.8769 87.69%
CYP2C9 inhibition - 0.8830 88.30%
CYP2C19 inhibition - 0.8190 81.90%
CYP2D6 inhibition - 0.9033 90.33%
CYP1A2 inhibition + 0.7182 71.82%
CYP2C8 inhibition + 0.6152 61.52%
CYP inhibitory promiscuity - 0.7149 71.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.7123 71.23%
Skin irritation - 0.8063 80.63%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7294 72.94%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5752 57.52%
skin sensitisation - 0.8358 83.58%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.5944 59.44%
Acute Oral Toxicity (c) III 0.5932 59.32%
Estrogen receptor binding + 0.8353 83.53%
Androgen receptor binding - 0.5555 55.55%
Thyroid receptor binding + 0.6893 68.93%
Glucocorticoid receptor binding + 0.5755 57.55%
Aromatase binding + 0.5820 58.20%
PPAR gamma + 0.8173 81.73%
Honey bee toxicity - 0.9320 93.20%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity - 0.6501 65.01%

Targets

Top

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 95.72% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.18% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.59% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.64% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.33% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.98% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.26% 99.23%
CHEMBL2535 P11166 Glucose transporter 88.96% 98.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.56% 96.39%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.48% 100.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.67% 94.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.19% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.65% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.65% 96.00%
CHEMBL1907 P15144 Aminopeptidase N 81.11% 93.31%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.11% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.00% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.80% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.26% 95.78%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.04% 93.65%

Plants that contains it

Top
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

Top
PubChem 163022631
LOTUS LTS0031981
wikiData Q104918536