[(1S,2R,4R,9S)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-10,12-dien-4-yl] acetate

Details

• Internal ID: 12c0e2fe-9bd2-41eb-a908-015604059c17
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Anagyrine-type alkaloids
• IUPAC Name: [(1S,2R,4R,9S)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-10,12-dien-4-yl] acetate
• InChI: InChI=1S/C17H22N2O3/c1-11(20)22-14-5-6-18-9-12-7-13(16(18)8-14)10-19-15(12)3-2-4-17(19)21/h2-4,12-14,16H,5-10H2,1H3/t12-,13-,14+,16+/m0/s1
• InChI Key: WOXXKFZZPFAEHI-TTZDDIAXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₃
• Molecular Weight: 302.37 g/mol
• Exact Mass: 302.16304257 g/mol
• Topological Polar Surface Area (TPSA): 49.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.6140	61.40%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9005	90.05%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7502	75.02%
P-glycoprotein inhibitior	-	0.7975	79.75%
P-glycoprotein substrate	+	0.5599	55.99%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.7675	76.75%
CYP3A4 inhibition	-	0.7430	74.30%
CYP2C9 inhibition	-	0.7831	78.31%
CYP2C19 inhibition	+	0.6331	63.31%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.7283	72.83%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	+	0.7131	71.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.8521	85.21%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6549	65.49%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7065	70.65%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.7775	77.75%
Acute Oral Toxicity (c)	III	0.5959	59.59%
Estrogen receptor binding	+	0.5509	55.09%
Androgen receptor binding	+	0.5509	55.09%
Thyroid receptor binding	-	0.6423	64.23%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	-	0.6387	63.87%
PPAR gamma	+	0.5242	52.42%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4947	49.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.29%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.97%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.85%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.48%	93.03%
CHEMBL5028	O14672	ADAM10	84.14%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.31%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.83%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.51%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%

Plants that contains it

• Thermopsis chinensis

Cross-Links

• PubChem: 162992525
• LOTUS: LTS0105439
• wikiData: Q105309742