6-Bromo-3-(4-(tert-butyl)benzamido)picolinic acid

ID: ALA4752904

PubChem CID: 162653119

Max Phase: Preclinical

Molecular Formula: C17H17BrN2O3

Molecular Weight: 377.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(C(=O)Nc2ccc(Br)nc2C(=O)O)cc1

Standard InChI:  InChI=1S/C17H17BrN2O3/c1-17(2,3)11-6-4-10(5-7-11)15(21)19-12-8-9-13(18)20-14(12)16(22)23/h4-9H,1-3H3,(H,19,21)(H,22,23)

Standard InChI Key:  OQBBQCXWXHFLFP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    3.6594  -20.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583  -21.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3663  -21.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760  -21.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732  -20.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645  -19.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3661  -22.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583  -22.8426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0737  -22.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9537  -19.9802    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.7843  -21.6150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4914  -21.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1998  -21.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901  -20.3881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964  -22.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9039  -22.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6120  -22.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081  -21.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9000  -21.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3209  -22.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3232  -23.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0274  -22.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0250  -23.2404    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
  3  7  1  0
  7  8  1  0
  7  9  2  0
  1 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752904

   ---

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: 377.24

Molecular Weight (Monoisotopic): 376.0423

AlogP: 4.09

#Rotatable Bonds: 3

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.74

CX Basic pKa: 4.35

CX LogP: 4.20

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.25

References

1. Khalifa MM,Martorelli Di Genova B,McAlpine SG,Gallego-Lopez GM,Stevenson DM,Rozema SD,Monaghan NP,Morris JC,Knoll LJ,Golden JE.  (2020)  Dual-Stage Picolinic Acid-Derived Inhibitors of Toxoplasma gondii.,  11  (12): [PMID:33335660] [10.1021/acsmedchemlett.0c00267]

Source

Source(1):

• Scientific Literature