methyl (1'R,3R,5'S,11'R,12'R)-6-ethyl-3'-methylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate

Details

• Internal ID: 04032091-be87-454e-b58f-4486b54a1941
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1'R,3R,5'S,11'R,12'R)-6-ethyl-3'-methylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate
• SMILES (Canonical): CCC1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C
• SMILES (Isomeric): CCC1=CC[C@@]2(CO1)[C@@H]3CCC4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)OC)CN(C3)C
• InChI: InChI=1S/C23H33NO3/c1-4-17-9-10-22(14-27-17)16-7-5-15-6-8-18-19(21(25)26-3)11-23(22,20(15)18)13-24(2)12-16/h9,16,18-19H,4-8,10-14H2,1-3H3/t16-,18-,19-,22-,23-/m1/s1
• InChI Key: ONAGOPFNNJDPCW-KIVGMTSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₃NO₃
• Molecular Weight: 371.50 g/mol
• Exact Mass: 371.24604391 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9347	93.47%
Caco-2	+	0.8676	86.76%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5351	53.51%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8971	89.71%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5347	53.47%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7155	71.55%
CYP3A4 inhibition	-	0.6525	65.25%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.7510	75.10%
CYP1A2 inhibition	-	0.7659	76.59%
CYP2C8 inhibition	-	0.6715	67.15%
CYP inhibitory promiscuity	-	0.5606	56.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9340	93.40%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8373	83.73%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7561	75.61%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5387	53.87%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.7254	72.54%
Androgen receptor binding	+	0.6491	64.91%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	-	0.6090	60.90%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7900	79.00%

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	99.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.48%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%

Plants that contains it

• Daphniphyllum himalayense

Cross-Links

• PubChem: 162892533
• LOTUS: LTS0202256
• wikiData: Q105194564