[(2R,3R,6S)-1,2-dimethyl-6-(13-oxotetradecyl)piperidin-3-yl] acetate

Details

• Internal ID: 51bcbd92-06b1-46fd-bb95-fdd2f4d49a90
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(2R,3R,6S)-1,2-dimethyl-6-(13-oxotetradecyl)piperidin-3-yl] acetate
• SMILES (Canonical): CC1C(CCC(N1C)CCCCCCCCCCCCC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H](CC[C@@H](N1C)CCCCCCCCCCCCC(=O)C)OC(=O)C
• InChI: InChI=1S/C23H43NO3/c1-19(25)15-13-11-9-7-5-6-8-10-12-14-16-22-17-18-23(27-21(3)26)20(2)24(22)4/h20,22-23H,5-18H2,1-4H3/t20-,22+,23-/m1/s1
• InChI Key: GWUVVBGBGHVMSR-AKIFATBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₃NO₃
• Molecular Weight: 381.60 g/mol
• Exact Mass: 381.32429423 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8863	88.63%
Caco-2	+	0.5566	55.66%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7469	74.69%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7990	79.90%
P-glycoprotein inhibitior	-	0.5200	52.00%
P-glycoprotein substrate	-	0.6919	69.19%
CYP3A4 substrate	+	0.5594	55.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6666	66.66%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9445	94.45%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.7180	71.80%
CYP1A2 inhibition	-	0.8271	82.71%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	-	0.9214	92.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.7384	73.84%
Skin irritation	-	0.7235	72.35%
Skin corrosion	-	0.8964	89.64%
Ames mutagenesis	-	0.7491	74.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6684	66.84%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.7841	78.41%
Estrogen receptor binding	-	0.6526	65.26%
Androgen receptor binding	-	0.8576	85.76%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	-	0.5069	50.69%
Aromatase binding	-	0.6818	68.18%
PPAR gamma	-	0.5468	54.68%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5330	53.30%
Fish aquatic toxicity	-	0.4764	47.64%

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	99.25%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.90%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.58%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.12%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.13%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.33%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	85.67%	95.62%
CHEMBL5255	O00206	Toll-like receptor 4	84.86%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.79%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.05%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.52%	98.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.50%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	80.99%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.49%	94.33%
CHEMBL220	P22303	Acetylcholinesterase	80.40%	94.45%

Plants that contains it

• Senna spectabilis

Cross-Links

• PubChem: 24824135
• LOTUS: LTS0144005
• wikiData: Q105022783