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

Details

• Internal ID: 24267f4d-2daf-4bfd-b220-f63555139bd0
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: 2-[(2S)-4-methoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C(C3=CC=CC=C3N=C2O1)OC)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(C3=CC=CC=C3N=C2O1)OC)O
• InChI: InChI=1S/C15H17NO3/c1-15(2,17)12-8-10-13(18-3)9-6-4-5-7-11(9)16-14(10)19-12/h4-7,12,17H,8H2,1-3H3/t12-/m0/s1
• InChI Key: OYGWMFMSZPRSPD-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 51.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5088	50.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6706	67.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6278	62.78%
P-glycoprotein inhibitior	-	0.9397	93.97%
P-glycoprotein substrate	-	0.8969	89.69%
CYP3A4 substrate	+	0.5608	56.08%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	+	0.3486	34.86%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.7429	74.29%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	+	0.7705	77.05%
CYP2C8 inhibition	+	0.6775	67.75%
CYP inhibitory promiscuity	-	0.7435	74.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7346	73.46%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7962	79.62%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6877	68.77%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7466	74.66%
Acute Oral Toxicity (c)	III	0.5402	54.02%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	-	0.5181	51.81%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	-	0.5580	55.80%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8563	85.63%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.6314	63.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.38%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.56%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.98%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.67%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.30%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.49%	96.09%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.54%	96.39%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.68%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.85%	98.75%

Plants that contains it

• Geijera salicifolia
• Haplophyllum griffithianum
• Melicope semecarpifolia
• Vepris soyauxii
• Zanthoxylum ekmanii
• Zanthoxylum simulans

Cross-Links

• PubChem: 12314371
• LOTUS: LTS0014495
• wikiData: Q105203194