2-(3,4-Dichlorophenyl)-N-(oxazol-2-yl)isonicotinamide

ID: ALA4877040

PubChem CID: 162429860

Max Phase: Preclinical

Molecular Formula: C15H9Cl2N3O2

Molecular Weight: 334.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncco1)c1ccnc(-c2ccc(Cl)c(Cl)c2)c1

Standard InChI:  InChI=1S/C15H9Cl2N3O2/c16-11-2-1-9(7-12(11)17)13-8-10(3-4-18-13)14(21)20-15-19-5-6-22-15/h1-8H,(H,19,20,21)

Standard InChI Key:  HAJWHGHOKVHVRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    6.4905  -19.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917  -20.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841  -20.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836  -21.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917  -21.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2019  -21.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1989  -20.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9109  -21.6490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4926  -22.4727    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1981  -18.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1987  -17.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905  -17.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804  -17.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7833  -18.7929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049  -17.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6141  -17.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3203  -17.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0655  -17.8905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6100  -17.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1987  -16.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001  -16.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9018  -16.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  5  9  1  0
  1 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  1  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
 15 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877040

   ---

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: 334.16

Molecular Weight (Monoisotopic): 333.0072

AlogP: 4.30

#Rotatable Bonds: 3

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: 1.50

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.50

References

1. Speri E, Qian Y, Janardhanan J, Masitas C, Lastochkin E, De Benedetti S, Wang M, Schroeder VA, Wolter WR, Oliver AG, Fisher JF, Mobashery S, Chang M..  (2021)  Structure-Activity Relationship for the Picolinamide Antibacterials that Selectively Target Clostridioides difficile.,  12  (6.0): [PMID:34141083] [10.1021/acsmedchemlett.1c00135]

Source

Source(1):

• Scientific Literature