4-(3,4-Dichloro-phenyl)-2-hydroxy-4-oxo-butyric acid

ID: ALA99339

Cas Number: 81008-09-5

PubChem CID: 3067254

Max Phase: Preclinical

Molecular Formula: C10H8Cl2O4

Molecular Weight: 263.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(O)C(=O)O)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C10H8Cl2O4/c11-6-2-1-5(3-7(6)12)8(13)4-9(14)10(15)16/h1-3,9,14H,4H2,(H,15,16)

Standard InChI Key:  OFKDXERWJCPSAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    3.2875   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -4.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -4.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -1.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -5.2792    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -2.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -4.4542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -1.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4  1  1  0
  5  6  2  0
  6  4  1  0
  7  2  1  0
  8 12  2  0
  9  3  2  0
 10  1  2  0
 11  4  2  0
 12 11  1  0
 13  5  1  0
 14  3  1  0
 15  8  1  0
 16  7  1  0
  5  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA99339

   4-(3,4-Dichlorophenyl)-4-oxo-2-hydroxybutanoic acid

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: 263.08

Molecular Weight (Monoisotopic): 261.9800

AlogP: 2.01

#Rotatable Bonds: 4

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.93

CX Basic pKa: ┄

CX LogP: 1.85

CX LogD: -1.63

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: -0.22

References

1. Giordani A, Pevarello P, Cini M, Bormetti R, Greco F, Toma S, Speciale C, Varasi M..  (1998)  4-Phenyl-4-oxo-butanoic acid derivatives inhibitors of kynurenine 3-hydroxylase.,  8  (20): [PMID:9873646] [10.1016/s0960-894x(98)00517-4]

Source

Source(1):

• Scientific Literature