2-(1-Difluoromethyl-2-oxo-1,2-dihydropyridin-3-yl)propanoic acid

ID: ALA1092136

PubChem CID: 46830360

Max Phase: Preclinical

Molecular Formula: C9H9F2NO3

Molecular Weight: 217.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)O)c1cccn(C(F)F)c1=O

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

Standard InChI Key:  UBXUMSZRHYSXOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.5427    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572    0.1329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283    0.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410   -1.1036    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698   -1.1055    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253    2.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    3.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5387    3.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1139    1.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  8  1  0
  1  6  2  0
  8  9  1  0
  2  3  1  0
  8 10  1  0
  3  4  1  0
  1 11  1  0
  4  5  2  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
 12 14  2  0
  2  7  2  0
 11 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092136

   2-(1-Difluoromethyl-2-oxo-1,2-dihydropyridin-3-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: 4.14

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: -1.84

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.83

Np Likeness Score: -0.77

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