(6R)-7-methylspiro[[1,3]dioxolo[4,5-h][3]benzazepine-6,6'-furo[3,2-g][1,3]benzodioxole]-5,7'-dione

Details

• Internal ID: c5b2202e-2d3e-4780-9d10-79de27082112
• Taxonomy: Organoheterocyclic compounds > Benzazepines
• IUPAC Name: (6R)-7-methylspiro[[1,3]dioxolo[4,5-h][3]benzazepine-6,6'-furo[3,2-g][1,3]benzodioxole]-5,7'-dione
• InChI: InChI=1S/C20H13NO7/c1-21-5-4-10-6-14-15(26-8-25-14)7-11(10)18(22)20(21)12-2-3-13-17(27-9-24-13)16(12)28-19(20)23/h2-7H,8-9H2,1H3/t20-/m1/s1
• InChI Key: ODZKWJNWPLUOKP-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₃NO₇
• Molecular Weight: 379.30 g/mol
• Exact Mass: 379.06920175 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	+	0.7217	72.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4503	45.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6637	66.37%
P-glycoprotein inhibitior	+	0.5890	58.90%
P-glycoprotein substrate	-	0.7459	74.59%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	0.5984	59.84%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	+	0.8713	87.13%
CYP2C9 inhibition	-	0.6363	63.63%
CYP2C19 inhibition	+	0.6580	65.80%
CYP2D6 inhibition	-	0.7326	73.26%
CYP1A2 inhibition	+	0.6040	60.40%
CYP2C8 inhibition	-	0.8717	87.17%
CYP inhibitory promiscuity	+	0.6203	62.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3664	36.64%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.7335	73.35%
Skin irritation	-	0.7849	78.49%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7278	72.78%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	-	0.5287	52.87%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.5813	58.13%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9254	92.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.22%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.17%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.74%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.57%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.41%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.07%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.20%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.54%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.37%	82.69%

Plants that contains it

• Hypecoum pendulum

Cross-Links

• PubChem: 163105342
• LOTUS: LTS0213197
• wikiData: Q105190125