(3R,4S)-3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.04,15.012,16]hexadeca-1(15),9,12(16),13-tetraene-5,8-dione

Details

• Internal ID: 91f7eca5-342c-4894-96cc-a4a200b1c2a8
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (3R,4S)-3-(4-hydroxy-3-methoxyphenyl)-2-oxa-6,11-diazatetracyclo[7.5.2.04,15.012,16]hexadeca-1(15),9,12(16),13-tetraene-5,8-dione
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C3C4=C(O2)C=CC5=C4C(=CN5)C(=O)CNC3=O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@H]2[C@@H]3C4=C(O2)C=CC5=C4C(=CN5)C(=O)CNC3=O)O
• InChI: InChI=1S/C20H16N2O5/c1-26-15-6-9(2-4-12(15)23)19-18-17-14(27-19)5-3-11-16(17)10(7-21-11)13(24)8-22-20(18)25/h2-7,18-19,21,23H,8H2,1H3,(H,22,25)/t18-,19-/m0/s1
• InChI Key: BATKVFDLIDCNEK-OALUTQOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆N₂O₅
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.10592162 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9400	94.00%
Caco-2	-	0.7296	72.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7521	75.21%
P-glycoprotein inhibitior	-	0.5790	57.90%
P-glycoprotein substrate	-	0.6346	63.46%
CYP3A4 substrate	+	0.6298	62.98%
CYP2C9 substrate	+	0.8063	80.63%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7426	74.26%
CYP2C9 inhibition	+	0.5948	59.48%
CYP2C19 inhibition	-	0.6645	66.45%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.6335	63.35%
CYP2C8 inhibition	+	0.6113	61.13%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9753	97.53%
Skin irritation	-	0.8457	84.57%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5743	57.43%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7106	71.06%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	+	0.6587	65.87%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	+	0.8001	80.01%
Aromatase binding	-	0.5672	56.72%
PPAR gamma	+	0.7483	74.83%
Honey bee toxicity	-	0.8248	82.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.7014	70.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.64%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.14%	89.00%
CHEMBL2535	P11166	Glucose transporter	93.49%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.10%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.70%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.48%	99.23%
CHEMBL4208	P20618	Proteasome component C5	89.84%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.38%	91.79%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.35%	99.15%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	85.59%	95.55%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.62%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.26%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.32%	92.62%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	83.10%	81.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.40%	93.99%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.13%	96.39%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.97%	93.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.19%	96.00%

Plants that contains it

• Campylospermum flavum

Cross-Links

• PubChem: 163185223
• LOTUS: LTS0057631
• wikiData: Q104922434