9-Hydroxy-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-6-one

Details

• Internal ID: a06f42c6-dbd8-4942-b64d-6ce477bbe15d
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Matrine alkaloids
• IUPAC Name: 9-hydroxy-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-6-one
• SMILES (Canonical): C1CC2C3CC=CC(=O)N3CC4(C2N(C1)CCC4)O
• SMILES (Isomeric): C1CC2C3CC=CC(=O)N3CC4(C2N(C1)CCC4)O
• InChI: InChI=1S/C15H22N2O2/c18-13-6-1-5-12-11-4-2-8-16-9-3-7-15(19,14(11)16)10-17(12)13/h1,6,11-12,14,19H,2-5,7-10H2
• InChI Key: RWGCPRXNEWRKMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.35 g/mol
• Exact Mass: 262.168127949 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 3
• 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	+	0.9833	98.33%
Caco-2	+	0.8226	82.26%
Blood Brain Barrier	+	0.8694	86.94%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7113	71.13%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7458	74.58%
P-glycoprotein inhibitior	-	0.9518	95.18%
P-glycoprotein substrate	-	0.7715	77.15%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7895	78.95%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.7624	76.24%
CYP1A2 inhibition	-	0.9145	91.45%
CYP2C8 inhibition	-	0.9251	92.51%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.7012	70.12%
Skin corrosion	-	0.8518	85.18%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6210	62.10%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6634	66.34%
Acute Oral Toxicity (c)	III	0.5337	53.37%
Estrogen receptor binding	-	0.6050	60.50%
Androgen receptor binding	+	0.6146	61.46%
Thyroid receptor binding	-	0.6481	64.81%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	-	0.8068	80.68%
PPAR gamma	-	0.5814	58.14%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.9319	93.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.29%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.03%	91.11%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.98%	90.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.97%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.23%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.60%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.79%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.56%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 162938515
• LOTUS: LTS0046834
• wikiData: Q105246497