11-Hydroxy-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: 2b9c4f17-ea4d-46ce-8394-683c0c55acc4
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: 11-hydroxy-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• SMILES (Canonical): C1C2CN(CC1C3=CC=CC(=O)N3C2)O
• SMILES (Isomeric): C1C2CN(CC1C3=CC=CC(=O)N3C2)O
• InChI: InChI=1S/C11H14N2O2/c14-11-3-1-2-10-9-4-8(6-13(10)11)5-12(15)7-9/h1-3,8-9,15H,4-7H2
• InChI Key: PTRPSDNUSBGZHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₂
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.105527694 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.66
• 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	+	0.9559	95.59%
Caco-2	+	0.8661	86.61%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9677	96.77%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9250	92.50%
P-glycoprotein inhibitior	-	0.9811	98.11%
P-glycoprotein substrate	-	0.7998	79.98%
CYP3A4 substrate	-	0.5290	52.90%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.7610	76.10%
CYP2C9 inhibition	-	0.8079	80.79%
CYP2C19 inhibition	-	0.7756	77.56%
CYP2D6 inhibition	-	0.8907	89.07%
CYP1A2 inhibition	-	0.5537	55.37%
CYP2C8 inhibition	-	0.9293	92.93%
CYP inhibitory promiscuity	+	0.5926	59.26%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.5167	51.67%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5124	51.24%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.7381	73.81%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6478	64.78%
Acute Oral Toxicity (c)	III	0.6587	65.87%
Estrogen receptor binding	-	0.7705	77.05%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	-	0.5549	55.49%
Glucocorticoid receptor binding	-	0.6415	64.15%
Aromatase binding	-	0.7452	74.52%
PPAR gamma	-	0.5436	54.36%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.8468	84.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	90.91%	98.33%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.50%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.34%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.28%	93.03%

Plants that contains it

• Sophora exigua

Cross-Links

• PubChem: 4416733
• LOTUS: LTS0181185
• wikiData: Q104397767