Methyl 2'-ethyl-2',7-dihydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadeca-8(14),11-diene-15,5'-oxane]-12-carboxylate

Details

• Internal ID: f770359b-74e5-4bb8-b97a-aefb3a6434f1
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl 2'-ethyl-2',7-dihydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadeca-8(14),11-diene-15,5'-oxane]-12-carboxylate
• SMILES (Canonical): CCC1(CCC2(CO1)C3CC(C4=C5C2(CC(=C5CC4)C(=O)OC)CN(C3)C)O)O
• SMILES (Isomeric): CCC1(CCC2(CO1)C3CC(C4=C5C2(CC(=C5CC4)C(=O)OC)CN(C3)C)O)O
• InChI: InChI=1S/C23H33NO5/c1-4-23(27)8-7-21(13-29-23)14-9-18(25)16-6-5-15-17(20(26)28-3)10-22(21,19(15)16)12-24(2)11-14/h14,18,25,27H,4-13H2,1-3H3
• InChI Key: FLEXWSVNLALIPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₃NO₅
• Molecular Weight: 403.50 g/mol
• Exact Mass: 403.23587315 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.16
• 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	+	0.7572	75.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4585	45.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7101	71.01%
P-glycoprotein inhibitior	-	0.7660	76.60%
P-glycoprotein substrate	+	0.7036	70.36%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8156	81.56%
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	-	0.6012	60.12%
CYP inhibitory promiscuity	-	0.9331	93.31%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5204	52.04%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.7385	73.85%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4647	46.47%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5577	55.77%
skin sensitisation	-	0.8420	84.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4493	44.93%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.7512	75.12%
Androgen receptor binding	+	0.7078	70.78%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.7859	78.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	99.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.41%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.64%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.78%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.51%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.27%	91.07%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.91%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	87.72%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.52%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.29%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.82%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.59%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.20%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.56%	97.50%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	83.77%	98.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.18%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.77%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.41%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.38%	89.50%

Plants that contains it

• Daphniphyllum gracile

Cross-Links

• PubChem: 162865185
• LOTUS: LTS0026461
• wikiData: Q104997013