(5S,6Z,10R)-10-hydroxy-2-methoxy-3-methylidene-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,4,9-trione

Details

• Internal ID: f2fb82ae-483a-462c-aebb-811a67e8bf54
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (5S,6Z,10R)-10-hydroxy-2-methoxy-3-methylidene-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,4,9-trione
• SMILES (Canonical): CCC=C1C=CC(=O)C(C12C(=O)C(=C)N(C2=O)OC)O
• SMILES (Isomeric): CC/C=C\1/C=CC(=O)[C@@H]([C@]12C(=O)C(=C)N(C2=O)OC)O
• InChI: InChI=1S/C14H15NO5/c1-4-5-9-6-7-10(16)12(18)14(9)11(17)8(2)15(20-3)13(14)19/h5-7,12,18H,2,4H2,1,3H3/b9-5-/t12-,14+/m0/s1
• InChI Key: UVGXMQSQHURGBS-JXPDKPABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.09502258 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.30
• 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	+	0.9418	94.18%
Caco-2	+	0.4902	49.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.5382	53.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8478	84.78%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.7233	72.33%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	-	0.6918	69.18%
CYP2C8 inhibition	-	0.7509	75.09%
CYP inhibitory promiscuity	-	0.7851	78.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.4817	48.17%
Eye corrosion	-	0.9736	97.36%
Eye irritation	-	0.8745	87.45%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8172	81.72%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5867	58.67%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7626	76.26%
Nephrotoxicity	+	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.5435	54.35%
Estrogen receptor binding	+	0.6306	63.06%
Androgen receptor binding	-	0.5533	55.33%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.6124	61.24%
Aromatase binding	+	0.6250	62.50%
PPAR gamma	-	0.5206	52.06%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7511	75.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.34%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.83%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.11%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.54%	91.49%
CHEMBL4208	P20618	Proteasome component C5	82.71%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102237056
• LOTUS: LTS0090848
• wikiData: Q105279837