2-Benzyl-4-(3,4-dichloro-phenyl)-4-oxo-butyric acid

ID: ALA97993

PubChem CID: 9949670

Max Phase: Preclinical

Molecular Formula: C17H14Cl2O3

Molecular Weight: 337.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(Cc1ccccc1)C(=O)O)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C17H14Cl2O3/c18-14-7-6-12(9-15(14)19)16(20)10-13(17(21)22)8-11-4-2-1-3-5-11/h1-7,9,13H,8,10H2,(H,21,22)

Standard InChI Key:  HDNBCXYCBKIQMU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  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
    5.4292   -3.2042    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
    2.5750   -3.2167    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
    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
    1.1417   -4.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -1.9667    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
    5.4250   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8417   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  5  1  0
  4  1  1  0
  5  1  1  0
  6  7  2  0
  7  4  1  0
  8 13  2  0
  9  3  1  0
 10  2  2  0
 11  1  2  0
 12  4  2  0
 13 12  1  0
 14  6  1  0
 15  2  1  0
 16  8  1  0
 17  9  1  0
 18 17  2  0
 19 17  1  0
 20 19  2  0
 21 18  1  0
 22 20  1  0
  8  6  1  0
 22 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA97993

   2-benzyl-4-(3,4-dichlorophenyl)-4-oxo-butanoic 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: 337.20

Molecular Weight (Monoisotopic): 336.0320

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.94

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -0.40

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