methyl (1R,3S,11R,13R,14E)-3-methoxy-14-(2-methoxy-2-oxoethylidene)-9-azatetracyclo[7.5.0.01,6.011,13]tetradec-5-ene-13-carboxylate

Details

• Internal ID: 723201a1-425a-4fae-b55c-0d9a3824470e
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: methyl (1R,3S,11R,13R,14E)-3-methoxy-14-(2-methoxy-2-oxoethylidene)-9-azatetracyclo[7.5.0.01,6.011,13]tetradec-5-ene-13-carboxylate
• SMILES (Canonical): COC1CC=C2CCN3C2(C1)C(=CC(=O)OC)C4(CC4C3)C(=O)OC
• SMILES (Isomeric): CO[C@H]1CC=C2CCN3[C@@]2(C1)/C(=C/C(=O)OC)/[C@]4(C[C@H]4C3)C(=O)OC
• InChI: InChI=1S/C19H25NO5/c1-23-14-5-4-12-6-7-20-11-13-9-18(13,17(22)25-3)15(8-16(21)24-2)19(12,20)10-14/h4,8,13-14H,5-7,9-11H2,1-3H3/b15-8+/t13-,14-,18+,19+/m0/s1
• InChI Key: IXPXIZDMHJVFFO-KQPHXEKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₅
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.17327290 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	+	0.8144	81.44%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.6809	68.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4833	48.33%
P-glycoprotein inhibitior	-	0.6595	65.95%
P-glycoprotein substrate	+	0.5120	51.20%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.7481	74.81%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.8952	89.52%
CYP2D6 inhibition	-	0.8373	83.73%
CYP1A2 inhibition	-	0.7871	78.71%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	-	0.9299	92.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4722	47.22%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9671	96.71%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3615	36.15%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6855	68.55%
Acute Oral Toxicity (c)	III	0.5981	59.81%
Estrogen receptor binding	+	0.6083	60.83%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.6882	68.82%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	-	0.5061	50.61%
Honey bee toxicity	-	0.7527	75.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8791	87.91%

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	98.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.28%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.47%	91.19%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.09%	94.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.46%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.50%	96.90%

Plants that contains it

• Dysoxylum lenticellare
• Manoao colensoi

Cross-Links

• PubChem: 101691088
• LOTUS: LTS0151052
• wikiData: Q105122388