8-hydroxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,11,13-heptaene-15,16-dione

Details

• Internal ID: 7023d43b-b5e7-4f88-ac49-6963fd1b26e6
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 8-hydroxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,11,13-heptaene-15,16-dione
• SMILES (Canonical): CN1C=CC2=CC(=O)C(=O)C3=C2C1=C(C4=CC=CC=C43)O
• SMILES (Isomeric): CN1C=CC2=CC(=O)C(=O)C3=C2C1=C(C4=CC=CC=C43)O
• InChI: InChI=1S/C17H11NO3/c1-18-7-6-9-8-12(19)17(21)14-10-4-2-3-5-11(10)16(20)15(18)13(9)14/h2-8,20H,1H3
• InChI Key: AQJCMIMLAAKOMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₁NO₃
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.07389321 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.7236	72.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5646	56.46%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6115	61.15%
P-glycoprotein inhibitior	-	0.9146	91.46%
P-glycoprotein substrate	-	0.8353	83.53%
CYP3A4 substrate	+	0.5644	56.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8030	80.30%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.9337	93.37%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	+	0.7689	76.89%
CYP2C8 inhibition	-	0.8408	84.08%
CYP inhibitory promiscuity	-	0.7553	75.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9510	95.10%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7787	77.87%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8988	89.88%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.7553	75.53%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7071	70.71%
Acute Oral Toxicity (c)	III	0.8232	82.32%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.7260	72.60%
Thyroid receptor binding	-	0.6871	68.71%
Glucocorticoid receptor binding	+	0.8303	83.03%
Aromatase binding	+	0.7323	73.23%
PPAR gamma	+	0.6385	63.85%
Honey bee toxicity	-	0.9475	94.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8881	88.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.19%	85.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.72%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.55%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.41%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.67%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.55%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.53%	94.00%

Plants that contains it

• Stephania dinklagei

Cross-Links

• PubChem: 10333709
• LOTUS: LTS0239390
• wikiData: Q104916869