(S)-2-hydroxy-4-methylenepentanedioic acid

ID: ALA4860506

PubChem CID: 87321281

Max Phase: Preclinical

Molecular Formula: C6H8O5

Molecular Weight: 160.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C[C@H](O)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C6H8O5/c1-3(5(8)9)2-4(7)6(10)11/h4,7H,1-2H2,(H,8,9)(H,10,11)/t4-/m0/s1

Standard InChI Key:  UEBQCRUWROCTOK-BYPYZUCNSA-N

Molfile:  

 
     RDKit          2D

 11 10  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
    7.1275   -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
    9.2709  -10.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420  -10.8167    0.0000 C   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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  1
  6 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860506

   (2S)-2-hydroxy-4-methylidenepentanedioic 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: 160.12

Molecular Weight (Monoisotopic): 160.0372

AlogP: -0.54

#Rotatable Bonds: 4

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.32

CX Basic pKa: ┄

CX LogP: -0.37

CX LogD: -6.90

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.48

Np Likeness Score: 1.73

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