2-Piperidone

Details

• Internal ID: 7784bce3-a2d9-4974-aa05-f8a81bb3d7fe
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones
• IUPAC Name: piperidin-2-one
• SMILES (Canonical): C1CCNC(=O)C1
• SMILES (Isomeric): C1CCNC(=O)C1
• InChI: InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
• InChI Key: XUWHAWMETYGRKB-UHFFFAOYSA-N
• Popularity: 1,031 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13 g/mol
• Exact Mass: 99.068413911 g/mol
• Topological Polar Surface Area (TPSA): 29.10 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• piperidin-2-one
• 675-20-7
• DELTA-VALEROLACTAM
• 2-Piperidinone
• Valerolactim
• 5-Pentanolactam
• Piperidone
• Piperidinone
• Valerolactam
• Piperidon
• alpha-Piperidone
• Piperidone-2
• PIPERIDONE,2-
• .alpha.-Piperidone
• 2-oxopiperidine
• 2-Azacyclohexanone
• Piperidon [German]
• Pentanoic acid, 5-amino-, lactam
• .delta.-Valerolactam
• Piperidone-2 [French]
• 2-oxo-piperidine
• NSC 2305
• NSC 18894
• UNII-WLN0GQQ6EK
• WLN0GQQ6EK
• EINECS 211-622-9
• MFCD00006037
• CHEMBL12193
• AI3-33342
• CHEBI:77761
• NSC-2305
• NSC18894
• Piperidon (german)
• NSC-18894
• 27154-43-4
• Pentanoic acid, lactam
• WLN: T6NVTJ
• Piperidones
• d-Valerolactam
• ketopiperidine
• oxopiperidine
• 5-pentanelactam
• 2-piperadinone
• A-Piperidone
• d-Valero-lactam
• ?-Valerolactam
• piperadine-2-one
• piperidine-2-one
• delta -Valerolactam
• V1L
• 5-amino-lactam-Pentanoate
• delta-Valerolactam, 98%
• BDBM10
• 5-amino-lactam-Pentanoic acid
• piperidin-2-one;2-Piperidone
• DTXSID1060976
• NSC2305
• BCP00878
• BBL027557
• STL281850
• AKOS005206867
• CS-W022933
• HY-W042193
• SB41073
• AC-15619
• AC-33837
• NCI60_001574
• SY011119
• LS-117301
• A9047
• AM20100626
• FT-0613368
• P0455
• EN300-24025
• F10312
• Q4596918
• W-104710
• F0001-1780
• Z168817684
• InChI=1/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7
• 25036-00-4
• 75-20-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6750	67.50%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5457	54.57%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9785	97.85%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9601	96.01%
P-glycoprotein inhibitior	-	0.9896	98.96%
P-glycoprotein substrate	-	0.9866	98.66%
CYP3A4 substrate	-	0.7642	76.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.9931	99.31%
CYP2C9 inhibition	-	0.9379	93.79%
CYP2C19 inhibition	-	0.9617	96.17%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8124	81.24%
CYP2C8 inhibition	-	0.9963	99.63%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7060	70.60%
Eye corrosion	-	0.6547	65.47%
Eye irritation	+	0.9723	97.23%
Skin irritation	-	0.6655	66.55%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7604	76.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5691	56.91%
Acute Oral Toxicity (c)	III	0.7460	74.60%
Estrogen receptor binding	-	0.9553	95.53%
Androgen receptor binding	-	0.9435	94.35%
Thyroid receptor binding	-	0.9084	90.84%
Glucocorticoid receptor binding	-	0.9283	92.83%
Aromatase binding	-	0.8133	81.33%
PPAR gamma	-	0.8932	89.32%
Honey bee toxicity	-	0.9301	93.01%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.67%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.59%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.21%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.01%	88.56%

Plants that contains it

• Dichilus pilosus
• Smilax china

Cross-Links

• PubChem: 12665
• NPASS: NPC150560
• LOTUS: LTS0131909
• wikiData: Q4596918