SID103905290

ID: ALA1975208

PubChem CID: 49830892

Max Phase: Preclinical

Molecular Formula: C16H17FN4O4

Molecular Weight: 348.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1CCN(c2nc3[nH]cc(C(=O)O)c(=O)c3c(C)c2F)C1

Standard InChI:  InChI=1S/C16H17FN4O4/c1-7-11-13(23)10(16(24)25)5-18-14(11)20-15(12(7)17)21-4-3-9(6-21)19-8(2)22/h5,9H,3-4,6H2,1-2H3,(H,19,22)(H,24,25)(H,18,20,23)

Standard InChI Key:  BZBXKKJGOVUTDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.1434    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5282   -2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3722   -2.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2296   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0366   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4491   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1927   -2.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776   -1.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  2 15  2  0
  3 20  2  0
  4 20  1  0
  5 24  2  0
  6 11  1  0
  6 12  2  0
  7 12  1  0
  7 18  1  0
  7 19  1  0
  8 11  1  0
  8 17  1  0
  9 21  1  0
  9 24  1  0
 10 11  2  0
 10 13  1  0
 10 15  1  0
 12 14  1  0
 13 14  2  0
 13 22  1  0
 15 16  1  0
 16 17  2  0
 16 20  1  0
 18 21  1  0
 19 23  1  0
 21 23  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1975208

   7-(3-acetamidopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1H-1,8-naphthyridine-3-carboxylic 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: 348.33

Molecular Weight (Monoisotopic): 348.1234

AlogP: 0.78

#Rotatable Bonds: 3

Polar Surface Area: 115.39

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.57

CX Basic pKa: 4.23

CX LogP: 0.93

CX LogD: -0.61

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.91

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays