methyl (1R,3R,4R,10S,14S,15R,18R,19R)-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate

Details

• Internal ID: 5280e126-1406-4ad1-9522-b3e63b41711e
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,3R,4R,10S,14S,15R,18R,19R)-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate
• SMILES (Canonical): CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(CCC1C62O)COC(=O)C)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CN2C[C@H]3CCC4=C5[C@H](CC4)[C@@H](C[C@]56[C@]3(CC[C@H]1[C@@]62O)COC(=O)C)C(=O)OC
• InChI: InChI=1S/C25H35NO5/c1-14-11-26-12-17-6-4-16-5-7-18-19(22(28)30-3)10-24(21(16)18)23(17,13-31-15(2)27)9-8-20(14)25(24,26)29/h14,17-20,29H,4-13H2,1-3H3/t14-,17-,18-,19-,20-,23-,24-,25-/m1/s1
• InChI Key: SSBBDAORPHDCOF-RSXMBDRWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₅NO₅
• Molecular Weight: 429.50 g/mol
• Exact Mass: 429.25152322 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9176	91.76%
Caco-2	+	0.5684	56.84%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.6297	62.97%
P-glycoprotein inhibitior	-	0.6767	67.67%
P-glycoprotein substrate	+	0.5176	51.76%
CYP3A4 substrate	+	0.7236	72.36%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7584	75.84%
CYP2C9 inhibition	-	0.7648	76.48%
CYP2C19 inhibition	-	0.8404	84.04%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.7928	79.28%
CYP2C8 inhibition	+	0.4802	48.02%
CYP inhibitory promiscuity	-	0.8550	85.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8476	84.76%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6611	66.11%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6710	67.10%
skin sensitisation	-	0.8614	86.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.8654	86.54%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	-	0.5480	54.80%
Glucocorticoid receptor binding	+	0.7424	74.24%
Aromatase binding	+	0.6332	63.32%
PPAR gamma	-	0.4950	49.50%
Honey bee toxicity	-	0.7407	74.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9460	94.60%

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	99.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.74%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	91.17%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.92%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.80%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.25%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.28%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.88%	89.05%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.79%	96.95%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.62%	91.65%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	81.89%	98.57%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.83%	82.69%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.38%	95.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.03%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.59%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.28%	96.90%

Plants that contains it

• Daphniphyllum calycinum
• Daphniphyllum glaucescens
• Daphniphyllum pentandrum

Cross-Links

• PubChem: 21580233
• LOTUS: LTS0117989
• wikiData: Q105259565