2-hydroxy-2-methyl-4-methylenepentanedioic acid

ID: ALA4855677

PubChem CID: 164614090

Max Phase: Preclinical

Molecular Formula: C7H10O5

Molecular Weight: 174.15

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H10O5/c1-4(5(8)9)3-7(2,12)6(10)11/h12H,1,3H2,2H3,(H,8,9)(H,10,11)

Standard InChI Key:  MTKAWYCBZAZECN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    7.7917  -11.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3833  -10.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9705  -11.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583  -10.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6728  -10.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1018  -10.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8163  -10.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1018   -9.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439  -10.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294  -10.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439   -9.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583  -11.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  2  1  0
  2  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
  4 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4855677

   ---

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: 174.15

Molecular Weight (Monoisotopic): 174.0528

AlogP: -0.15

#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: 3.43

CX Basic pKa: ┄

CX LogP: 0.06

CX LogD: -6.36

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.52

Np Likeness Score: 1.44

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