(1S,9S)-11-ethoxy-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: 3e1c4367-82f9-405b-ba7f-ce21aa7a8b9e
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: (1S,9S)-11-ethoxy-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• InChI: InChI=1S/C13H18N2O2/c1-2-17-14-7-10-6-11(9-14)12-4-3-5-13(16)15(12)8-10/h3-5,10-11H,2,6-9H2,1H3/t10-,11+/m1/s1
• InChI Key: QJWHXSDVWMHURF-MNOVXSKESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.136827821 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• 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	+	0.9966	99.66%
Caco-2	+	0.9265	92.65%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6857	68.57%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	+	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7091	70.91%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.7288	72.88%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6045	60.45%
CYP2C19 inhibition	-	0.6524	65.24%
CYP2D6 inhibition	-	0.8529	85.29%
CYP1A2 inhibition	+	0.5235	52.35%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	+	0.8290	82.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.7958	79.58%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3826	38.26%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	-	0.5102	51.02%
Androgen receptor binding	-	0.5196	51.96%
Thyroid receptor binding	+	0.6496	64.96%
Glucocorticoid receptor binding	-	0.8162	81.62%
Aromatase binding	-	0.6223	62.23%
PPAR gamma	-	0.5395	53.95%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.3994	39.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	89.63%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.67%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%

Plants that contains it

• Sophora alopecuroides

Cross-Links

• PubChem: 162911612
• LOTUS: LTS0244096
• wikiData: Q105222933