3,5-Dichloro-N-(4-(N-phenylsulfamoyl)phenyl)picolinamide

ID: ALA4872926

PubChem CID: 164624382

Max Phase: Preclinical

Molecular Formula: C18H13Cl2N3O3S

Molecular Weight: 422.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2ccccc2)cc1)c1ncc(Cl)cc1Cl

Standard InChI:  InChI=1S/C18H13Cl2N3O3S/c19-12-10-16(20)17(21-11-12)18(24)22-13-6-8-15(9-7-13)27(25,26)23-14-4-2-1-3-5-14/h1-11,23H,(H,22,24)

Standard InChI Key:  ZYXZKBVCSSVYAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   11.5067   -5.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9194   -6.0216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3279   -5.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3901   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6810   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9719   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -8.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9719   -8.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6810   -8.4730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3901   -6.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0951   -7.6558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5133   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2182   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2182   -6.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5133   -6.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042   -6.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6270   -6.4383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6190   -7.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3240   -7.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3180   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6069   -8.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9019   -8.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9079   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -6.4300    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5589   -8.8810    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4 11  2  0
  4 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
  2 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 19 20  1  0
 16  2  1  0
 12 13  1  0
  6 26  1  0
  8 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872926

   ---

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: 422.29

Molecular Weight (Monoisotopic): 421.0055

AlogP: 4.44

#Rotatable Bonds: 5

Polar Surface Area: 88.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.89

References

1. Pillaiyar T, Rosato F, Wozniak M, Blavier J, Charles M, Laschet C, Kronenberger T, Müller CE, Hanson J..  (2021)  Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27.,  225  [PMID:34454125] [10.1016/j.ejmech.2021.113777]

Source

Source(1):

• Scientific Literature