Dehydrocytisine

Details

• Internal ID: 7f1066e7-769f-4af8-9054-c57798b12fe9
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: 7,11-diazatricyclo[7.3.1.02,7]trideca-2,4,11-trien-6-one
• SMILES (Canonical): C1C2CN=CC1C3=CC=CC(=O)N3C2
• SMILES (Isomeric): C1C2CN=CC1C3=CC=CC(=O)N3C2
• InChI: InChI=1S/C11H12N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,6,8-9H,4-5,7H2
• InChI Key: CSPJATRBHWXIFP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.23 g/mol
• Exact Mass: 188.094963011 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CSPJATRBHWXIFP-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.9346	93.46%
Blood Brain Barrier	+	0.9317	93.17%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.8672	86.72%
OATP1B1 inhibitior	+	0.9693	96.93%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9841	98.41%
P-glycoprotein substrate	-	0.7859	78.59%
CYP3A4 substrate	-	0.5344	53.44%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.7392	73.92%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.8077	80.77%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.5244	52.44%
CYP2C8 inhibition	-	0.9221	92.21%
CYP inhibitory promiscuity	+	0.6306	63.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9645	96.45%
Eye irritation	-	0.6566	65.66%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5745	57.45%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7492	74.92%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	-	0.7536	75.36%
Androgen receptor binding	-	0.4818	48.18%
Thyroid receptor binding	-	0.5863	58.63%
Glucocorticoid receptor binding	-	0.7807	78.07%
Aromatase binding	-	0.4930	49.30%
PPAR gamma	-	0.6905	69.05%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.6820	68.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.61%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.18%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.41%	96.09%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	82.95%	98.33%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	82.44%	97.98%

Plants that contains it

• Genista maderensis

Cross-Links

• PubChem: 91747726
• LOTUS: LTS0040605
• wikiData: Q104254118