4-oxopent-2-enedioic acid

ID: ALA4847806

Cas Number: 6004-32-6

PubChem CID: 6443759

Max Phase: Preclinical

Molecular Formula: C5H4O5

Molecular Weight: 144.08

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H4O5/c6-3(5(9)10)1-2-4(7)8/h1-2H,(H,7,8)(H,9,10)/b2-1+

Standard InChI Key:  KRSRJVGQNCNEFU-OWOJBTEDSA-N

Molfile:  

 
     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
    9.2709   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9854   -9.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6998   -9.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9854   -8.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5564   -9.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275   -9.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420  -10.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275   -8.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129   -9.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  2  0
  7 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847806

   3,4-Didehydro-2-ketoglutaric acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 144.08

Molecular Weight (Monoisotopic): 144.0059

AlogP: -0.72

#Rotatable Bonds: 3

Polar Surface Area: 91.67

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.30

CX Basic pKa: ┄

CX LogP: 0.25

CX LogD: -6.74

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.40

Np Likeness Score: 0.86

References

1. Tiwari AD, Guan Y, Grabowski DR, Maciejewski JP, Jha BK, Phillips JG..  (2021)  SAR insights into TET2 catalytic domain inhibition: Synthesis of 2-Hydroxy-4-Methylene-pentanedicarboxylates.,  39  [PMID:33894507] [10.1016/j.bmc.2021.116141]

Source

Source(1):

• Scientific Literature