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

Details

• Internal ID: 181e95ba-55e8-4464-a1cf-948fff3f550c
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl 2'-ethyl-2'-hydroxy-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(C5CC4)C(=O)OC)CN(C3)C)O
• SMILES (Isomeric): CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O
• InChI: InChI=1S/C23H35NO4/c1-4-23(26)10-9-21(14-28-23)16-7-5-15-6-8-17-18(20(25)27-3)11-22(21,19(15)17)13-24(2)12-16/h16-18,26H,4-14H2,1-3H3
• InChI Key: NEGWEUWYIYCILR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₄
• Molecular Weight: 389.50 g/mol
• Exact Mass: 389.25660860 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.12
• 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	+	0.9642	96.42%
Caco-2	+	0.8270	82.70%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4268	42.68%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6099	60.99%
P-glycoprotein inhibitior	-	0.7357	73.57%
P-glycoprotein substrate	+	0.5940	59.40%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7830	78.30%
CYP3A4 inhibition	-	0.7995	79.95%
CYP2C9 inhibition	-	0.8867	88.67%
CYP2C19 inhibition	-	0.9146	91.46%
CYP2D6 inhibition	-	0.8747	87.47%
CYP1A2 inhibition	-	0.9019	90.19%
CYP2C8 inhibition	-	0.6713	67.13%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3638	36.38%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6016	60.16%
skin sensitisation	-	0.8323	83.23%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.4665	46.65%
Acute Oral Toxicity (c)	III	0.5893	58.93%
Estrogen receptor binding	+	0.7494	74.94%
Androgen receptor binding	+	0.6846	68.46%
Thyroid receptor binding	+	0.5509	55.09%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	-	0.6862	68.62%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8135	81.35%

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	99.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.26%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.24%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.18%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.03%	95.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.63%	95.58%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.56%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.46%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.21%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.81%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.49%	82.69%

Plants that contains it

• Daphniphyllum gracile
• Daphniphyllum himalayense
• Daphniphyllum subverticillatum

Cross-Links

• PubChem: 162974594
• LOTUS: LTS0155586
• wikiData: Q105177923