5-hexyl-3-(1-hydroxyethylidene)pyrrolidine-2,4-dione

ID: ALA2285682

PubChem CID: 76316400

Max Phase: Preclinical

Molecular Formula: C12H19NO3

Molecular Weight: 225.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC1NC(=O)/C(=C(/C)O)C1=O

Standard InChI:  InChI=1S/C12H19NO3/c1-3-4-5-6-7-9-11(15)10(8(2)14)12(16)13-9/h9,14H,3-7H2,1-2H3,(H,13,16)/b10-8-

Standard InChI Key:  PWMIAFDNVADUDC-NTMALXAHSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   38.7134   -8.5929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5306   -8.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7849   -7.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1220   -7.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4632   -7.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1207   -6.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0101   -9.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5625   -7.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1690   -8.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7335   -6.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6859   -7.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0789   -8.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2491   -8.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6421   -9.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8648   -9.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6945   -8.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  2  7  2  0
  3  8  2  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285682

   4-Acetyl-2-hexyl-3-hydroxy-1,2-dihydropyrrol-5-one

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 225.29

Molecular Weight (Monoisotopic): 225.1365

AlogP: 1.86

#Rotatable Bonds: 5

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.35

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: -0.12

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.32

Np Likeness Score: 1.11

References

1. Han BF, Shi QM, Wang XF, Liu JB, Qiang S, Yang CL.  (2012)  Synthesis and bioactivity of novel 3-(1-hydroxyethylidene)-5-substituted-pyrrolidine-2,4-dione derivatives,  23  (9): [10.1016/j.cclet.2012.07.002]

Source

Source(1):

• Scientific Literature