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

ID: ALA2288760

PubChem CID: 13728933

Max Phase: Preclinical

Molecular Formula: C16H16Cl2N2O3

Molecular Weight: 355.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Oc1ccc(Oc2ncc(Cl)cc2Cl)cc1)C(=O)N(C)C

Standard InChI:  InChI=1S/C16H16Cl2N2O3/c1-10(16(21)20(2)3)22-12-4-6-13(7-5-12)23-15-14(18)8-11(17)9-19-15/h4-10H,1-3H3

Standard InChI Key:  IWNYJIIPZHXPNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   14.1445  -11.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5417  -12.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3552  -12.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7724  -11.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3702  -11.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5580  -11.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1567  -10.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7542  -13.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5713  -13.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9702  -13.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9894  -12.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8066  -12.5861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5905  -11.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3396  -10.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9428   -9.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1264   -9.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7097  -10.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1153  -11.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9304  -11.1147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3605   -8.9975    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8925  -10.3877    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.2055  -13.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2247  -11.8840    0.0000 C   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
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288760

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

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: 355.22

Molecular Weight (Monoisotopic): 354.0538

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -1.62

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