5-Chloro-3-(3-methoxybenzamido)picolinic acid

ID: ALA4761682

PubChem CID: 162660622

Max Phase: Preclinical

Molecular Formula: C14H11ClN2O4

Molecular Weight: 306.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)Nc2cc(Cl)cnc2C(=O)O)c1

Standard InChI:  InChI=1S/C14H11ClN2O4/c1-21-10-4-2-3-8(5-10)13(18)17-11-6-9(15)7-16-12(11)14(19)20/h2-7H,1H3,(H,17,18)(H,19,20)

Standard InChI Key:  LYYWPODAEPKLJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   35.0883   -2.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0871   -3.4816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7952   -3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5048   -3.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5020   -2.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7934   -2.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7950   -4.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0872   -5.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5026   -5.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2132   -3.8886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9203   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6286   -3.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9190   -2.6617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6253   -4.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3328   -5.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0408   -4.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0369   -3.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3288   -3.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7910   -1.4360    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   40.7425   -3.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4523   -3.8710    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
  4 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
  6 19  1  0
 17 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761682

   ---

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: 306.70

Molecular Weight (Monoisotopic): 306.0407

AlogP: 2.69

#Rotatable Bonds: 4

Polar Surface Area: 88.52

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.92

CX Basic pKa: 4.99

CX LogP: 1.76

CX LogD: -0.29

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -1.55

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