(1S,9R)-7-aza-11-azoniatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

Details

• Internal ID: 008c7efa-9b09-4663-afdc-70425c62f080
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: (1S,9R)-7-aza-11-azoniatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
• InChI: InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/p+1/t8-,9+/m1/s1
• InChI Key: ANJTVLIZGCUXLD-BDAKNGLRSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₅N₂O+
• Molecular Weight: 191.25 g/mol
• Exact Mass: 191.118438106 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 2
• 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	+	0.9840	98.40%
Caco-2	+	0.7987	79.87%
Blood Brain Barrier	+	0.8817	88.17%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4522	45.22%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.9700	97.00%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9367	93.67%
P-glycoprotein inhibitior	-	0.9712	97.12%
P-glycoprotein substrate	-	0.8023	80.23%
CYP3A4 substrate	-	0.5275	52.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7992	79.92%
CYP3A4 inhibition	-	0.9275	92.75%
CYP2C9 inhibition	-	0.9557	95.57%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.8877	88.77%
CYP2C8 inhibition	-	0.9309	93.09%
CYP inhibitory promiscuity	-	0.7287	72.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6754	67.54%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.6937	69.37%
Skin irritation	-	0.7320	73.20%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6030	60.30%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5565	55.65%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.5838	58.38%
Estrogen receptor binding	-	0.7667	76.67%
Androgen receptor binding	-	0.6712	67.12%
Thyroid receptor binding	-	0.5430	54.30%
Glucocorticoid receptor binding	-	0.7837	78.37%
Aromatase binding	-	0.6466	64.66%
PPAR gamma	-	0.5737	57.37%
Honey bee toxicity	-	0.8803	88.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.8827	88.27%

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	91.30%	98.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.04%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.23%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.91%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.76%	96.25%
CHEMBL238	Q01959	Dopamine transporter	81.13%	95.88%

Plants that contains it

• Actinidia polygama

Cross-Links

• PubChem: 11859180
• NPASS: NPC189402