(1S,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-6,10-dione

Details

• Internal ID: 74768859-c2b0-4f28-ac40-fae6b9f39449
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Cytisine and derivatives
• IUPAC Name: (1S,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-6,10-dione
• SMILES (Canonical): C1C2CNC(=O)C1CN3C2=CC=CC3=O
• SMILES (Isomeric): C1[C@H]2CNC(=O)[C@@H]1CN3C2=CC=CC3=O
• InChI: InChI=1S/C11H12N2O2/c14-10-3-1-2-9-7-4-8(6-13(9)10)11(15)12-5-7/h1-3,7-8H,4-6H2,(H,12,15)/t7-,8-/m0/s1
• InChI Key: ITGCPUVLXUYSOK-YUMQZZPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.089877630 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 3
• 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	+	0.9937	99.37%
Caco-2	+	0.6413	64.13%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9636	96.36%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.5633	56.33%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9425	94.25%
P-glycoprotein inhibitior	-	0.9804	98.04%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	-	0.5299	52.99%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8422	84.22%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.8621	86.21%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8537	85.37%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.5858	58.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7283	72.83%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6190	61.90%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.4818	48.18%
Estrogen receptor binding	-	0.7945	79.45%
Androgen receptor binding	-	0.5701	57.01%
Thyroid receptor binding	-	0.6365	63.65%
Glucocorticoid receptor binding	-	0.6075	60.75%
Aromatase binding	-	0.6074	60.74%
PPAR gamma	-	0.6518	65.18%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.7565	75.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	89.65%	94.55%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	87.69%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.12%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.34%	93.99%
CHEMBL222	P23975	Norepinephrine transporter	83.03%	96.06%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.95%	88.56%

Plants that contains it

• Arabidopsis thaliana
• Dermatophyllum secundiflorum

Cross-Links

• PubChem: 15939875
• LOTUS: LTS0013129
• wikiData: Q105207177