2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)-N-hydroxypropanamide

ID: ALA2288762

PubChem CID: 76313019

Max Phase: Preclinical

Molecular Formula: C14H12Cl2N2O4

Molecular Weight: 343.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Oc1ccc(Oc2ncc(Cl)cc2Cl)cc1)C(=O)NO

Standard InChI:  InChI=1S/C14H12Cl2N2O4/c1-8(13(19)18-20)21-10-2-4-11(5-3-10)22-14-12(16)6-9(15)7-17-14/h2-8,20H,1H3,(H,18,19)

Standard InChI Key:  YNKQCIFRPIJGEK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   27.6983  -10.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0955  -11.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9090  -11.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3262  -10.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9240  -10.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1118   -9.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7106   -9.2810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3080  -12.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1251  -12.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5240  -12.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5433  -11.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3604  -11.4470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1443  -10.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8934   -9.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4966   -8.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6802   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2635   -9.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6691   -9.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4842   -9.9756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9143   -7.8584    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.4464   -9.2486    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.7593  -12.1602    0.0000 O   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
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 15 20  1  0
 17 21  1  0
 12 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288762

   2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]-N-hydroxypropanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 343.17

Molecular Weight (Monoisotopic): 342.0174

AlogP: 3.45

#Rotatable Bonds: 5

Polar Surface Area: 80.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.61

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -1.44

References

1. MATSUMOTO K, IDE K, HAYASE Y, TAKAHASHI T, TAKEDA R, HAYASHI Y.  (1996)  Selective Herbicidal Activity of 3, 5-Dichloropyridyloxy-phenoxypropionamidoxyacetic Acid Derivatives between Wheat and Wild Oat,  21  (2): [10.1584/jpestics.21.165]

Source

Source(1):

• Scientific Literature