Methyl 3-(4-(tert-butyl)benzamido)-5-chloropicolinate

ID: ALA4740530

PubChem CID: 162644970

Max Phase: Preclinical

Molecular Formula: C18H19ClN2O3

Molecular Weight: 346.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ncc(Cl)cc1NC(=O)c1ccc(C(C)(C)C)cc1

Standard InChI:  InChI=1S/C18H19ClN2O3/c1-18(2,3)12-7-5-11(6-8-12)16(22)21-14-9-13(19)10-20-15(14)17(23)24-4/h5-10H,1-4H3,(H,21,22)

Standard InChI Key:  OOCRBEIXCQFAPS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   14.1962  -14.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -15.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9031  -16.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6128  -15.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6100  -14.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9014  -14.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9029  -16.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -17.3616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6106  -17.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3212  -16.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0282  -15.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7366  -16.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0269  -14.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7332  -16.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4407  -17.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1488  -16.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1449  -16.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4368  -15.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8577  -17.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8600  -18.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5642  -16.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5619  -17.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4875  -16.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8989  -13.6815    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
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  8 23  1  0
  6 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740530

   ---

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: 346.81

Molecular Weight (Monoisotopic): 346.1084

AlogP: 4.07

#Rotatable Bonds: 3

Polar Surface Area: 68.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.74

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -1.50

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