Methyl 2'-ethyl-2',9-dihydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

Details

• Internal ID: 367f0728-47ee-4b68-80ed-ad5f415bddc5
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl 2'-ethyl-2',9-dihydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate
• SMILES (Canonical): CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4O)C(=O)OC)CN(C3)C)O
• SMILES (Isomeric): CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4O)C(=O)OC)CN(C3)C)O
• InChI: InChI=1S/C23H35NO5/c1-4-23(27)8-7-21(13-29-23)14-5-6-15-18(25)9-16-17(20(26)28-3)10-22(21,19(15)16)12-24(2)11-14/h14,16-18,25,27H,4-13H2,1-3H3
• InChI Key: JQSUAFILVQFOIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₅
• Molecular Weight: 405.50 g/mol
• Exact Mass: 405.25152322 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9313	93.13%
Caco-2	+	0.7111	71.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4585	45.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5561	55.61%
P-glycoprotein inhibitior	-	0.7887	78.87%
P-glycoprotein substrate	+	0.6284	62.84%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7845	78.45%
CYP3A4 inhibition	-	0.8123	81.23%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9000	90.00%
CYP2D6 inhibition	-	0.8888	88.88%
CYP1A2 inhibition	-	0.8904	89.04%
CYP2C8 inhibition	-	0.5800	58.00%
CYP inhibitory promiscuity	-	0.9331	93.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5204	52.04%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4498	44.98%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5157	51.57%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4704	47.04%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	+	0.5481	54.81%
Glucocorticoid receptor binding	+	0.7829	78.29%
Aromatase binding	+	0.6930	69.30%
PPAR gamma	-	0.6703	67.03%
Honey bee toxicity	-	0.7262	72.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8446	84.46%

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	99.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.93%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.73%	96.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.51%	95.58%
CHEMBL261	P00915	Carbonic anhydrase I	88.69%	96.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.67%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.62%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.05%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.61%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.98%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.92%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.67%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.19%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.87%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.23%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.21%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.40%	95.17%

Plants that contains it

• Daphniphyllum subverticillatum

Cross-Links

• PubChem: 75034216
• LOTUS: LTS0260290
• wikiData: Q105133653