methyl (1R,2'S,5S,11R,12R,15R)-2'-ethyl-2'-hydroxy-3-methyl-7-oxospiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate

Details

• Internal ID: 7cf3a138-5666-4919-a05f-0d822edeb110
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,2'S,5S,11R,12R,15R)-2'-ethyl-2'-hydroxy-3-methyl-7-oxospiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate
• SMILES (Canonical): CCC1(CCC2(CO1)C3CC(=O)C4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O
• SMILES (Isomeric): CC[C@]1(CC[C@@]2(CO1)[C@@H]3CC(=O)C4=C5[C@@]2(C[C@H]([C@H]5CC4)C(=O)OC)CN(C3)C)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/h14-15,17,27H,4-13H2,1-3H3/t14-,15-,17-,21-,22-,23+/m1/s1
• InChI Key: YBXUCGYUSVGLLV-GLEQRTMGSA-N
• Popularity: 2 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): 76.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 6
• 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	+	0.9591	95.91%
Caco-2	+	0.7638	76.38%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4730	47.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6651	66.51%
P-glycoprotein inhibitior	-	0.6834	68.34%
P-glycoprotein substrate	+	0.6272	62.72%
CYP3A4 substrate	+	0.6887	68.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.7380	73.80%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.8951	89.51%
CYP2C8 inhibition	-	0.6465	64.65%
CYP inhibitory promiscuity	-	0.9638	96.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.7443	74.43%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3868	38.68%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5442	54.42%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.7349	73.49%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	+	0.5249	52.49%
Glucocorticoid receptor binding	+	0.8147	81.47%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	-	0.6115	61.15%
Honey bee toxicity	-	0.7637	76.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8652	86.52%

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	98.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.37%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL261	P00915	Carbonic anhydrase I	93.31%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.70%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.86%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.72%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL4072	P07858	Cathepsin B	85.05%	93.67%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.13%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.87%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.51%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.20%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.30%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.73%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.26%	94.78%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.80%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Daphniphyllum gracile

Cross-Links

• PubChem: 163186086
• LOTUS: LTS0060864
• wikiData: Q105346106