11-Methoxy-10-nitro-16-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),10,12,14-octaen-8-one

Details

• Internal ID: 37729c61-b5f4-4303-a1be-566b47fd8db1
• Taxonomy: Alkaloids and derivatives > Isoaporphines > Oxoisoaporphines
• IUPAC Name: 11-methoxy-10-nitro-16-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),10,12,14-octaen-8-one
• SMILES (Canonical): COC1=C(C2=C3C(=C1)C=CN=C3C4=CC=CC=C4C2=O)[N+](=O)[O-]
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C=CN=C3C4=CC=CC=C4C2=O)[N+](=O)[O-]
• InChI: InChI=1S/C17H10N2O4/c1-23-12-8-9-6-7-18-15-10-4-2-3-5-11(10)17(20)14(13(9)15)16(12)19(21)22/h2-8H,1H3
• InChI Key: RQKZSECOVAPECY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀N₂O₄
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.06405680 g/mol
• Topological Polar Surface Area (TPSA): 85.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6-Nitro-5-methoxy-7H-dibenzo[de,h]quinoline-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.6419	64.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6184	61.84%
P-glycoprotein inhibitior	-	0.7425	74.25%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.5975	59.75%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.6131	61.31%
CYP2C9 inhibition	+	0.8483	84.83%
CYP2C19 inhibition	-	0.5971	59.71%
CYP2D6 inhibition	-	0.8112	81.12%
CYP1A2 inhibition	-	0.5852	58.52%
CYP2C8 inhibition	+	0.6324	63.24%
CYP inhibitory promiscuity	+	0.7363	73.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6122	61.22%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8624	86.24%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8488	84.88%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.7782	77.82%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6648	66.48%
Acute Oral Toxicity (c)	III	0.7010	70.10%
Estrogen receptor binding	+	0.8907	89.07%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	+	0.9364	93.64%
Aromatase binding	+	0.8189	81.89%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8335	83.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.85%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.11%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	94.61%	96.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.12%	85.14%
CHEMBL308	P06493	Cyclin-dependent kinase 1	93.93%	91.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.77%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	90.69%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL2535	P11166	Glucose transporter	90.31%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.31%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.78%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.66%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	86.67%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.48%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.78%	82.69%
CHEMBL3524	P56524	Histone deacetylase 4	83.36%	92.97%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.97%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.41%	94.80%
CHEMBL3116	P50750	Cyclin-dependent kinase 9	80.76%	96.31%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.21%	91.23%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.00%	96.47%

Plants that contains it

• Sciadotenia toxifera

Cross-Links

• PubChem: 50901248
• NPASS: NPC470022
• ChEMBL: CHEMBL1651057