11-(3-Oxobutyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: 744a219a-8561-447f-9794-e0b6717e2ad2
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: 11-(3-oxobutyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• SMILES (Canonical): CC(=O)CCN1CC2CC(C1)C3=CC=CC(=O)N3C2
• SMILES (Isomeric): CC(=O)CCN1CC2CC(C1)C3=CC=CC(=O)N3C2
• InChI: InChI=1S/C15H20N2O2/c1-11(18)5-6-16-8-12-7-13(10-16)14-3-2-4-15(19)17(14)9-12/h2-4,12-13H,5-10H2,1H3
• InChI Key: XXSOVMSTJJYBOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀N₂O₂
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.152477885 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8248	82.48%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8133	81.33%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9549	95.49%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.8724	87.24%
P-glycoprotein inhibitior	-	0.9162	91.62%
P-glycoprotein substrate	-	0.5099	50.99%
CYP3A4 substrate	+	0.5579	55.79%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7525	75.25%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.8643	86.43%
CYP2C19 inhibition	-	0.5413	54.13%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.7649	76.49%
CYP2C8 inhibition	-	0.9567	95.67%
CYP inhibitory promiscuity	+	0.6206	62.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6422	64.22%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.8294	82.94%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8005	80.05%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	-	0.5976	59.76%
Androgen receptor binding	-	0.6188	61.88%
Thyroid receptor binding	-	0.5073	50.73%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5619	56.19%
PPAR gamma	-	0.5578	55.78%
Honey bee toxicity	-	0.9490	94.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5498	54.98%

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	97.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.41%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.64%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.12%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.50%	97.09%

Plants that contains it

• Maackia amurensis
• Maackia hupehensis
• Sophora koreensis

Cross-Links

• PubChem: 56674705
• LOTUS: LTS0118930
• wikiData: Q105344186