Dihydrocytisine

Details

• Internal ID: f0b7e1ec-b0b7-47bd-a062-5bb132635b26
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (1S,9S)-7,11-diazatricyclo[7.3.1.02,7]tridec-4-en-6-one
• SMILES (Canonical): C1C=CC(=O)N2C1C3CC(C2)CNC3
• SMILES (Isomeric): C1C=CC(=O)N2C1[C@H]3C[C@H](C2)CNC3
• InChI: InChI=1S/C11H16N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1,3,8-10,12H,2,4-7H2/t8-,9-,10?/m0/s1
• InChI Key: KSXAIQGMVVISIG-XMCUXHSSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆N₂O
• Molecular Weight: 192.26 g/mol
• Exact Mass: 192.126263138 g/mol
• Topological Polar Surface Area (TPSA): 32.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• KSXAIQGMVVISIG-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8151	81.51%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5098	50.98%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9526	95.26%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8511	85.11%
P-glycoprotein inhibitior	-	0.9840	98.40%
P-glycoprotein substrate	-	0.6298	62.98%
CYP3A4 substrate	-	0.5398	53.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8208	82.08%
CYP3A4 inhibition	-	0.9526	95.26%
CYP2C9 inhibition	-	0.9488	94.88%
CYP2C19 inhibition	-	0.9049	90.49%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.8668	86.68%
CYP2C8 inhibition	-	0.9710	97.10%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9456	94.56%
Eye irritation	-	0.7682	76.82%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4945	49.45%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5772	57.72%
Acute Oral Toxicity (c)	II	0.5288	52.88%
Estrogen receptor binding	-	0.8892	88.92%
Androgen receptor binding	-	0.7641	76.41%
Thyroid receptor binding	-	0.7759	77.59%
Glucocorticoid receptor binding	-	0.6603	66.03%
Aromatase binding	-	0.6774	67.74%
PPAR gamma	-	0.6694	66.94%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.7102	71.02%

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	96.25%	97.09%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	95.71%	94.55%
CHEMBL228	P31645	Serotonin transporter	91.48%	95.51%
CHEMBL222	P23975	Norepinephrine transporter	91.25%	96.06%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.19%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.88%	97.21%
CHEMBL1937	Q92769	Histone deacetylase 2	86.78%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.34%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.04%	91.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.93%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.63%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.94%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	80.39%	98.59%

Plants that contains it

• Lupinus hintonii

Cross-Links

• PubChem: 91747228
• LOTUS: LTS0120645
• wikiData: Q104376029