SID859540

ID: ALA1471643

PubChem CID: 660835

Max Phase: Preclinical

Molecular Formula: C19H14FNO5

Molecular Weight: 355.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)C1=C(O)C(=O)N(c2cccc(C(=O)O)c2)C1c1ccc(F)cc1

Standard InChI:  InChI=1S/C19H14FNO5/c1-10(22)15-16(11-5-7-13(20)8-6-11)21(18(24)17(15)23)14-4-2-3-12(9-14)19(25)26/h2-9,16,23H,1H3,(H,25,26)

Standard InChI Key:  IXTBKUNAHGWVSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.0576    0.1316    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543   -2.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8136   -3.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917    1.6593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    2.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -0.4032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6642   -1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8392   -1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038   -0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491   -2.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5372    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753    0.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -1.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5372    1.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    1.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6599    0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    2.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2730   -0.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    2.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0
  2 10  2  0
  3 11  1  0
  4 14  2  0
  5 26  2  0
  6 26  1  0
  7  8  1  0
  7 10  1  0
  7 12  1  0
  8  9  1  0
  8 13  1  0
  9 11  2  0
  9 14  1  0
 10 11  1  0
 12 15  1  0
 12 16  2  0
 13 17  2  0
 13 18  1  0
 14 24  1  0
 15 19  2  0
 16 20  1  0
 17 21  1  0
 18 22  2  0
 19 23  1  0
 19 26  1  0
 20 23  2  0
 21 25  2  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1471643

   3-[3-acetyl-2-(4-fluorophenyl)-4-hydroxy-5-oxo-2H-pyrrol-1-yl]benzoic 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: 355.32

Molecular Weight (Monoisotopic): 355.0856

AlogP: 3.01

#Rotatable Bonds: 4

Polar Surface Area: 94.91

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: -1.04

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.88

Np Likeness Score: -1.12

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays