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

Details

• Internal ID: 8a2fa252-66af-4efe-8658-b3275992cc2a
• 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-heptaen-8-one
• SMILES (Canonical): COC1=C(C2=C3C(=C1)CCN=C3C4=CC=CC=C4C2=O)[N+](=O)[O-]
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)CCN=C3C4=CC=CC=C4C2=O)[N+](=O)[O-]
• InChI: InChI=1S/C17H12N2O4/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/h2-5,8H,6-7H2,1H3
• InChI Key: ZJEICCBPRLYBQU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂N₂O₄
• Molecular Weight: 308.29 g/mol
• Exact Mass: 308.07970687 g/mol
• Topological Polar Surface Area (TPSA): 84.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9559	95.59%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7067	70.67%
BSEP inhibitior	-	0.5255	52.55%
P-glycoprotein inhibitior	-	0.8144	81.44%
P-glycoprotein substrate	-	0.7669	76.69%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	+	0.6707	67.07%
CYP2C9 inhibition	+	0.7088	70.88%
CYP2C19 inhibition	+	0.7217	72.17%
CYP2D6 inhibition	-	0.7551	75.51%
CYP1A2 inhibition	+	0.8276	82.76%
CYP2C8 inhibition	-	0.8175	81.75%
CYP inhibitory promiscuity	+	0.6617	66.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6620	66.20%
Carcinogenicity (trinary)	Non-required	0.5575	55.75%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7585	75.85%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.7131	71.31%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.7261	72.61%
Thyroid receptor binding	-	0.5338	53.38%
Glucocorticoid receptor binding	+	0.9352	93.52%
Aromatase binding	+	0.6954	69.54%
PPAR gamma	+	0.8206	82.06%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7993	79.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.81%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.38%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.41%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.25%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.69%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.42%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.83%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.39%	93.81%

Plants that contains it

• Sciadotenia toxifera

Cross-Links

• PubChem: 50901247
• NPASS: NPC470021
• ChEMBL: CHEMBL1651056