ID: ALA276849

Max Phase: Preclinical

Molecular Formula: C4H7NO

Molecular Weight: 85.11

Molecule Type: Small molecule

Representations

Synonyms (1): Pyrrolidin-2-one
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1CCCN1

Standard InChI:  InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)

Standard InChI Key:  HNJBEVLQSNELDL-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 85.11

Molecular Weight (Monoisotopic): 85.0528

AlogP: -0.10

#Rotatable Bonds: 0

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -0.58

CX LogD: -0.58

Aromatic Rings: 0

Heavy Atoms: 6

QED Weighted: 0.44

Np Likeness Score: 0.05

References

1. Li C, Schwartz EL, Mella SL, Rittmann LS, Sartorelli AC..  (1981)  Induction of differentiation of leukemia cells in vitro by N-substituted amides, lactams, and 2-pyridones.,  24  (9): [PMID:6945436] [10.1021/jm00141a016]

2. Altomare C, Cellamare S, Carotti A, Casini G, Ferappi M, Gavuzzo E, Mazza F, Carrupt PT, Gaillard P, Testa B..  (1995)  X-ray crystal structure, partitioning behavior, and molecular modeling study of piracetam-type nootropics: insights into the pharmacophore.,  38  (1): [PMID:7837228] [10.1021/jm00001a022]

3. Reddy PA, Hsiang BC, Latifi TN, Hill MW, Woodward KE, Rothman SM, Ferrendelli JA, Covey DF..  (1996)  3,3-Dialkyl- and 3-alkyl-3-benzyl-substituted 2-pyrrolidinones: a new class of anticonvulsant agents.,  39  (9): [PMID:8627613] [10.1021/jm9600196]

4. Sykes NO, Macdonald SJ, Page MI..  (2002)  Acylating agents as enzyme inhibitors and understanding their reactivity for drug design.,  45  (13): [PMID:12061887] [10.1021/jm0111245]

5. Imming P, Klar B, Dix D..  (2000)  Hydrolytic stability versus ring size in lactams: implications for the development of lactam antibiotics and other serine protease inhibitors.,  43  (22): [PMID:11063627] [10.1021/jm000921k]

6. Kim YC, Zhao LX, Kim TH, Je SM, Kim EK, Choi H, Chae WG, Park M, Choi J, Jahng Y, Lee ES..  (2000)  Design and synthesis of anticonvulsive agents as gamma-vinyl GABA-based potential dual acting prodrugs and their biological activities.,  10  (7): [PMID:10762036] [10.1016/s0960-894x(00)00064-0]

7. Sasaki H, Mori Y, Nakamura J, Shibasaki J..  (1991)  Synthesis and anticonvulsant activity of 1-acyl-2-pyrrolidinone derivatives.,  34  (2): [PMID:1847429] [10.1021/jm00106a025]

8. Caboni P, Sarais G, Aissani N, Tocco G, Sasanelli N, Liori B, Carta A, Angioni A..  (2012)  Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.,  60  (30): [PMID:22769561] [10.1021/jf302075w]

9. PubChem BioAssay data set, 

10. PubChem BioAssay data set, 

11.  (2018)  Modulators of Prostate-Specific G-Protein Receptor (PSGR/OR51E2) and Methods of Using Same, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data