11-(6-Oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbonyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: d96b10b8-ace9-4d76-bc97-01fa2ff8cb7d
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: 11-(6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbonyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• SMILES (Canonical): C1C2CN(CC1C3=CC=CC(=O)N3C2)C(=O)N4CC5CC(C4)C6=CC=CC(=O)N6C5
• SMILES (Isomeric): C1C2CN(CC1C3=CC=CC(=O)N3C2)C(=O)N4CC5CC(C4)C6=CC=CC(=O)N6C5
• InChI: InChI=1S/C23H26N4O3/c28-21-5-1-3-19-17-7-15(11-26(19)21)9-24(13-17)23(30)25-10-16-8-18(14-25)20-4-2-6-22(29)27(20)12-16/h1-6,15-18H,7-14H2
• InChI Key: AILDTIZEPVHXBF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆N₄O₃
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.20049070 g/mol
• Topological Polar Surface Area (TPSA): 64.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	-	0.7079	70.79%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9573	95.73%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5561	55.61%
P-glycoprotein inhibitior	+	0.6881	68.81%
P-glycoprotein substrate	-	0.8039	80.39%
CYP3A4 substrate	-	0.5183	51.83%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.8113	81.13%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.9685	96.85%
CYP1A2 inhibition	-	0.7977	79.77%
CYP2C8 inhibition	-	0.9492	94.92%
CYP inhibitory promiscuity	-	0.5296	52.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9645	96.45%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6848	68.48%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	+	0.6805	68.05%
Androgen receptor binding	+	0.6370	63.70%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	+	0.5584	55.84%
Aromatase binding	+	0.5672	56.72%
PPAR gamma	+	0.5190	51.90%
Honey bee toxicity	-	0.9612	96.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4260	42.60%

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	92.52%	98.33%
CHEMBL2581	P07339	Cathepsin D	91.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.94%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.62%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.00%	94.45%

Plants that contains it

• Thermopsis lanceolata

Cross-Links

• PubChem: 4486244
• NPASS: NPC171779