4,5-difluoro-2-[(6-imidazol-1-ylpyridazine-3-carbonyl)amino]benzoic acid

ID: ALA4867353

PubChem CID: 139434659

Max Phase: Preclinical

Molecular Formula: C15H9F2N5O3

Molecular Weight: 345.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(F)c(F)cc1C(=O)O)c1ccc(-n2ccnc2)nn1

Standard InChI:  InChI=1S/C15H9F2N5O3/c16-9-5-8(15(24)25)12(6-10(9)17)19-14(23)11-1-2-13(21-20-11)22-4-3-18-7-22/h1-7H,(H,19,23)(H,24,25)

Standard InChI Key:  WEBVQIJGIZVRGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.4657   -8.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4646   -9.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1726   -9.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8823   -9.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8795   -8.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1708   -8.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1732  -10.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4654  -11.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8809  -11.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1684   -7.3792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5856   -8.1904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7566   -9.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0492   -9.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3411   -9.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0498   -8.6065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6345   -9.4203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9270   -9.8277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9259  -10.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6382  -11.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3429  -10.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2198  -11.0578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4731  -10.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9266  -11.3334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3356  -12.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1348  -11.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  3  7  1  0
  6 10  1  0
  5 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867353

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.26

Molecular Weight (Monoisotopic): 345.0673

AlogP: 1.89

#Rotatable Bonds: 4

Polar Surface Area: 110.00

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.39

CX Basic pKa: 5.79

CX LogP: 1.34

CX LogD: -0.20

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -2.29

References

1. Song Z, Wang X, Zhang Y, Gu W, Shen A, Ding C, Li H, Xiao R, Geng M, Xie Z, Zhang A..  (2021)  Structure-Activity Relationship Study of Amidobenzimidazole Analogues Leading to Potent and Systemically Administrable Stimulator of Interferon Gene (STING) Agonists.,  64  (3.0): [PMID:33470814] [10.1021/acs.jmedchem.0c01900]

Source

Source(1):

• Scientific Literature