6-Bromo-3-(4-(tert-butyl)benzamido)-5-chloropicolinic acid

ID: ALA4763306

PubChem CID: 162659378

Max Phase: Preclinical

Molecular Formula: C17H16BrClN2O3

Molecular Weight: 411.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(C(=O)Nc2cc(Cl)c(Br)nc2C(=O)O)cc1

Standard InChI:  InChI=1S/C17H16BrClN2O3/c1-17(2,3)10-6-4-9(5-7-10)15(22)20-12-8-11(19)14(18)21-13(12)16(23)24/h4-8H,1-3H3,(H,20,22)(H,23,24)

Standard InChI Key:  FWCXLDUQVYAXML-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.0887  -14.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875  -15.7312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956  -16.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052  -15.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5024  -14.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938  -14.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7913  -13.6856    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7954  -16.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0876  -17.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5030  -17.3661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829  -14.5034    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.2136  -16.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9206  -15.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6290  -16.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9194  -14.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6256  -16.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3332  -17.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0412  -16.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373  -16.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3292  -15.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7501  -17.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7525  -18.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4566  -16.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4543  -17.7636    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
  6  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  1 11  1  0
  4 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
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763306

   ---

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: 411.68

Molecular Weight (Monoisotopic): 410.0033

AlogP: 4.75

#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: 3.64

CX Basic pKa: 0.22

CX LogP: 5.66

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -1.28

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