(2R,6S)-2-methyl-6-(13-oxotetradecyl)piperidin-3-one

Details

• Internal ID: cc4a6b36-c09e-4f33-a493-ad0119f9cafe
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (2R,6S)-2-methyl-6-(13-oxotetradecyl)piperidin-3-one
• SMILES (Canonical): CC1C(=O)CCC(N1)CCCCCCCCCCCCC(=O)C
• SMILES (Isomeric): C[C@@H]1C(=O)CC[C@@H](N1)CCCCCCCCCCCCC(=O)C
• InChI: InChI=1S/C20H37NO2/c1-17(22)13-11-9-7-5-3-4-6-8-10-12-14-19-15-16-20(23)18(2)21-19/h18-19,21H,3-16H2,1-2H3/t18-,19+/m1/s1
• InChI Key: VQHQDAAWFVGOFT-MOPGFXCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₇NO₂
• Molecular Weight: 323.50 g/mol
• Exact Mass: 323.282429423 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.5650	56.50%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7128	71.28%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9470	94.70%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5382	53.82%
P-glycoprotein inhibitior	-	0.6180	61.80%
P-glycoprotein substrate	-	0.6510	65.10%
CYP3A4 substrate	-	0.5154	51.54%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	+	0.4237	42.37%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.9572	95.72%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.7456	74.56%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	-	0.9264	92.64%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7386	73.86%
Eye corrosion	-	0.9341	93.41%
Eye irritation	+	0.6671	66.71%
Skin irritation	-	0.5568	55.68%
Skin corrosion	-	0.6456	64.56%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4091	40.91%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8516	85.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7696	76.96%
Acute Oral Toxicity (c)	III	0.7805	78.05%
Estrogen receptor binding	-	0.7915	79.15%
Androgen receptor binding	-	0.7771	77.71%
Thyroid receptor binding	+	0.6645	66.45%
Glucocorticoid receptor binding	-	0.5301	53.01%
Aromatase binding	-	0.6996	69.96%
PPAR gamma	+	0.5877	58.77%
Honey bee toxicity	-	0.9596	95.96%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5424	54.24%
Fish aquatic toxicity	-	0.7195	71.95%

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	96.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.14%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.34%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	85.86%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL325	Q13547	Histone deacetylase 1	83.45%	95.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.02%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.52%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.22%	92.50%

Plants that contains it

• Senna spectabilis

Cross-Links

• PubChem: 24865900
• LOTUS: LTS0266538
• wikiData: Q105291253