Sodium 2-(4-(3,4-difluorophenoxy)picolinamido)benzo[d]oxazole-5-carboxylate

ID: ALA4848352

PubChem CID: 162429770

Max Phase: Preclinical

Molecular Formula: C20H10F2N3NaO5

Molecular Weight: 411.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C([O-])c1ccc2oc(NC(=O)c3cc(Oc4ccc(F)c(F)c4)ccn3)nc2c1.[Na+]

Standard InChI:  InChI=1S/C20H11F2N3O5.Na/c21-13-3-2-11(8-14(13)22)29-12-5-6-23-16(9-12)18(26)25-20-24-15-7-10(19(27)28)1-4-17(15)30-20;/h1-9H,(H,27,28)(H,24,25,26);/q;+1/p-1

Standard InChI Key:  CLEZNQVCCFFJMK-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   11.6635  -13.1163    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    3.6759  -10.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748  -10.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828  -11.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925  -10.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897  -10.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -9.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668  -11.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661  -12.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2580  -12.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570  -13.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649  -13.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753  -13.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728  -12.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8009  -11.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8021  -12.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5079  -10.8418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2163  -11.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3056  -12.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0392  -10.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5127  -11.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1041  -12.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5116  -12.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3276  -12.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7344  -12.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3245  -11.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5516  -12.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9633  -12.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9571  -11.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841  -13.6969    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9653  -14.5198    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  3  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 22  1  0
 21 20  1  0
 20 18  2  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 13 30  1  0
 12 31  1  0
M  CHG  2   1   1  28  -1
M  END

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: 411.32

Molecular Weight (Monoisotopic): 411.0667

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 114.55

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.61

CX Basic pKa: 1.25

CX LogP: 3.71

CX LogD: 0.37

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.52

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