(1S,5S,7R,10S,11S)-10-hydroxy-3-methoxy-4-methylidene-11-[(E)-prop-1-enyl]-6-oxa-3-azatricyclo[5.3.1.01,5]undecane-2,9-dione

Details

• Internal ID: 06d949ae-f829-4526-9d91-e99b497e32d6
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: (1S,5S,7R,10S,11S)-10-hydroxy-3-methoxy-4-methylidene-11-[(E)-prop-1-enyl]-6-oxa-3-azatricyclo[5.3.1.01,5]undecane-2,9-dione
• InChI: InChI=1S/C14H17NO5/c1-4-5-8-10-6-9(16)11(17)14(8)12(20-10)7(2)15(19-3)13(14)18/h4-5,8,10-12,17H,2,6H2,1,3H3/b5-4+/t8-,10-,11-,12-,14+/m1/s1
• InChI Key: ZJPNMVJHYLDECM-WZSMBQPRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₅
• Molecular Weight: 279.29 g/mol
• Exact Mass: 279.11067264 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9608	96.08%
Caco-2	-	0.7640	76.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4583	45.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9501	95.01%
P-glycoprotein inhibitior	-	0.8867	88.67%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.6220	62.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.7569	75.69%
CYP2C9 inhibition	-	0.7848	78.48%
CYP2C19 inhibition	-	0.7730	77.30%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.7415	74.15%
CYP2C8 inhibition	-	0.8903	89.03%
CYP inhibitory promiscuity	-	0.8747	87.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.4715	47.15%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.7614	76.14%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6413	64.13%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7376	73.76%
Nephrotoxicity	+	0.6927	69.27%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	-	0.5440	54.40%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	+	0.6316	63.16%
Aromatase binding	-	0.6307	63.07%
PPAR gamma	-	0.5771	57.71%
Honey bee toxicity	-	0.6498	64.98%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.4133	41.33%

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	96.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.30%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.20%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.67%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163016388
• LOTUS: LTS0156727
• wikiData: Q105378052