3-Benzamido-5-chloropicolinic acid

ID: ALA4796377

PubChem CID: 162676309

Max Phase: Preclinical

Molecular Formula: C13H9ClN2O3

Molecular Weight: 276.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Cl)cnc1C(=O)O)c1ccccc1

Standard InChI:  InChI=1S/C13H9ClN2O3/c14-9-6-10(11(13(18)19)15-7-9)16-12(17)8-4-2-1-3-5-8/h1-7H,(H,16,17)(H,18,19)

Standard InChI Key:  NBDLWABWFZUEPL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   24.6175  -15.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6164  -16.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3244  -16.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0341  -16.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0312  -15.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3226  -15.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3242  -17.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6164  -17.9105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0318  -17.9109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7424  -16.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4495  -16.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1578  -16.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4482  -15.4561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1545  -17.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8620  -17.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5700  -17.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5661  -16.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8580  -16.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3202  -14.2304    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4796377

   ---

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: 276.68

Molecular Weight (Monoisotopic): 276.0302

AlogP: 2.69

#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: 0.92

CX Basic pKa: 4.99

CX LogP: 1.92

CX LogD: -0.13

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: -1.47

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