2-hydroxy-4-methylene-2-(trifluoromethyl)pentanedioic acid

ID: ALA4859276

PubChem CID: 164616429

Max Phase: Preclinical

Molecular Formula: C7H7F3O5

Molecular Weight: 228.12

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H7F3O5/c1-3(4(11)12)2-6(15,5(13)14)7(8,9)10/h15H,1-2H2,(H,11,12)(H,13,14)

Standard InChI Key:  BXEDABZIAFVUQI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    7.8584  -16.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4501  -16.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0372  -16.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0251  -16.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7395  -15.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1685  -15.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8829  -16.2335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1685  -14.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3106  -15.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5961  -16.2335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3106  -14.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0251  -17.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4436  -17.6549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4418  -16.3543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5709  -17.3543    0.0000 F   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
  1 13  1  0
  1 14  1  0
  1 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859276

   ---

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: 228.12

Molecular Weight (Monoisotopic): 228.0246

AlogP: 0.40

#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: 3.01

CX Basic pKa: ┄

CX LogP: 0.66

CX LogD: -6.08

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.60

Np Likeness Score: 0.60

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