(2R)-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-methylbutane-2,3-diol

Details

• Internal ID: 25a53ecb-2062-4ee8-9535-2ea6292b688e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: (2R)-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-methylbutane-2,3-diol
• SMILES (Canonical): CC(C)(C(COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)O)O
• SMILES (Isomeric): CC(C)([C@@H](COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)O)O
• InChI: InChI=1S/C18H21NO6/c1-18(2,21)15(20)9-25-14-7-11-12(8-13(14)22-3)19-17-10(5-6-24-17)16(11)23-4/h5-8,15,20-21H,9H2,1-4H3/t15-/m1/s1
• InChI Key: CODUJIFHJTUEBU-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₆
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.13688739 g/mol
• Topological Polar Surface Area (TPSA): 94.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9632	96.32%
Caco-2	+	0.5462	54.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6344	63.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9210	92.10%
P-glycoprotein inhibitior	-	0.8232	82.32%
P-glycoprotein substrate	-	0.5469	54.69%
CYP3A4 substrate	+	0.5447	54.47%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7178	71.78%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.8878	88.78%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	+	0.9153	91.53%
CYP2C8 inhibition	+	0.6999	69.99%
CYP inhibitory promiscuity	-	0.8165	81.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8449	84.49%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8857	88.57%
Acute Oral Toxicity (c)	III	0.6392	63.92%
Estrogen receptor binding	+	0.8633	86.33%
Androgen receptor binding	+	0.6188	61.88%
Thyroid receptor binding	+	0.8284	82.84%
Glucocorticoid receptor binding	+	0.8873	88.73%
Aromatase binding	+	0.7829	78.29%
PPAR gamma	+	0.8221	82.21%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5216	52.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5747	Q92793	CREB-binding protein	95.79%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.05%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.32%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.26%	85.14%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	90.99%	95.39%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.54%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.35%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	88.03%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.00%	89.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.50%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.83%	94.03%
CHEMBL290	Q13370	Phosphodiesterase 3B	84.24%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.16%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.06%	96.67%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.98%	92.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.87%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.28%	95.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.92%	85.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.64%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.99%	93.99%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.33%	89.44%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.04%	92.68%

Plants that contains it

• Ertela trifolia
• Haplophyllum vulcanicum
• Vepris nobilis
• Vepris suaveolens
• Vepris verdoorniana

Cross-Links

• PubChem: 162911907
• LOTUS: LTS0017510
• wikiData: Q104966758