methyl (1S,3S,4S,7S,10R,11R,14S,15R,18R,20R,21R)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.01,11.04,20.07,20.010,18.017,21]henicosane-3-carboxylate

Details

• Internal ID: bccab7bd-e3dd-4e18-bd5b-d27d104c1434
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1S,3S,4S,7S,10R,11R,14S,15R,18R,20R,21R)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.01,11.04,20.07,20.010,18.017,21]henicosane-3-carboxylate
• SMILES (Canonical): CC1CN2C3C1CCC4(C35CC(C6C57C(CC6)CCC4C2O7)C(=O)OC)C
• SMILES (Isomeric): C[C@H]1CN2[C@@H]3[C@H]1CC[C@]4([C@@]35C[C@@H]([C@H]6[C@]57[C@@H](CC6)CC[C@H]4[C@H]2O7)C(=O)OC)C
• InChI: InChI=1S/C23H33NO3/c1-12-11-24-18-14(12)8-9-21(2)17-7-5-13-4-6-16-15(20(25)26-3)10-22(18,21)23(13,16)27-19(17)24/h12-19H,4-11H2,1-3H3/t12-,13-,14-,15-,16-,17-,18+,19+,21+,22+,23+/m0/s1
• InChI Key: CEQVGXCTIZDWKR-SXFIDSFTSA-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: 3.80
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9166	91.66%
Caco-2	+	0.7452	74.52%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5025	50.25%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.7805	78.05%
P-glycoprotein substrate	-	0.6535	65.35%
CYP3A4 substrate	+	0.7287	72.87%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	-	0.9033	90.33%
CYP2C9 inhibition	-	0.7108	71.08%
CYP2C19 inhibition	-	0.6432	64.32%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.6115	61.15%
CYP2C8 inhibition	-	0.6716	67.16%
CYP inhibitory promiscuity	-	0.7657	76.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.8000	80.00%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4316	43.16%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5503	55.03%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7725	77.25%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	+	0.7881	78.81%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	+	0.7739	77.39%
Aromatase binding	+	0.5606	56.06%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7185	71.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8167	81.67%

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	98.80%	96.09%
CHEMBL204	P00734	Thrombin	89.58%	96.01%
CHEMBL240	Q12809	HERG	89.51%	89.76%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.32%	97.14%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.49%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.48%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.64%	98.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.58%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.21%	89.05%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.06%	94.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.93%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.15%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.72%	95.71%
CHEMBL1871	P10275	Androgen Receptor	84.59%	96.43%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.90%	97.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.78%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.60%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.48%	95.50%
CHEMBL233	P35372	Mu opioid receptor	83.24%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.18%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.44%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 162967923
• LOTUS: LTS0232447
• wikiData: Q104955959