2-(1-Difluoromethyl-2-oxo-1,2-dihydropyridin-4-yl)propanoic acid

ID: ALA1092137

PubChem CID: 46884443

Max Phase: Preclinical

Molecular Formula: C9H9F2NO3

Molecular Weight: 217.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)O)c1ccn(C(F)F)c(=O)c1

Standard InChI:  InChI=1S/C9H9F2NO3/c1-5(8(14)15)6-2-3-12(9(10)11)7(13)4-6/h2-5,9H,1H3,(H,14,15)

Standard InChI Key:  MDGSIXWVTVQBGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.5135   -4.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2318   -4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -3.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002   -6.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002   -7.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -7.4519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2336   -7.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2336   -6.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -5.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858   -7.4519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135   -8.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985   -8.6884    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2273   -8.6903    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -4.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 10  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2  3  1  0
  6 11  2  0
  1  2  1  0
  7 12  1  0
  2  4  2  0
 12 13  1  0
  5  6  1  0
 12 14  1  0
 10  1  1  0
  1 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092137

   2-(1-Difluoromethyl-2-oxo-1,2-dihydropyridin-4-yl)propanoic 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: 217.17

Molecular Weight (Monoisotopic): 217.0550

AlogP: 1.43

#Rotatable Bonds: 3

Polar Surface Area: 59.30

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.15

CX Basic pKa: ┄

CX LogP: 1.08

CX LogD: -1.99

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.83

Np Likeness Score: -0.53

References

1. Yu G, Praveen Rao PN, Chowdhury MA, Abdellatif KR, Dong Y, Das D, Velázquez CA, Suresh MR, Knaus EE..  (2010)  Synthesis and biological evaluation of N-difluoromethyl-1,2-dihydropyrid-2-one acetic acid regioisomers: dual inhibitors of cyclooxygenases and 5-lipoxygenase.,  20  (7): [PMID:20202839] [10.1016/j.bmcl.2010.02.040]

Source

Source(1):

• Scientific Literature