2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)-N-(2-(methylamino)-2-oxoethyl)propanamide

ID: ALA2288777

PubChem CID: 76316553

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N3O4

Molecular Weight: 398.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17Cl2N3O4/c1-10(16(24)21-9-15(23)20-2)25-12-3-5-13(6-4-12)26-17-14(19)7-11(18)8-22-17/h3-8,10H,9H2,1-2H3,(H,20,23)(H,21,24)

Standard InChI Key:  BOZGUHGZAYBYIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   29.2708  -30.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6680  -30.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4815  -30.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8987  -30.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4965  -29.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6843  -29.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2830  -28.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8804  -31.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6976  -31.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1157  -31.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9329  -31.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7168  -30.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4659  -28.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0691  -28.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2527  -28.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8360  -28.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2416  -29.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0567  -29.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4868  -27.4421    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.0188  -28.8323    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.3318  -31.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1489  -31.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5479  -32.4682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0965  -32.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5671  -31.0529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3650  -32.4793    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
 10 11  1  0
 10 12  2  0
  7 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 16 20  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  9 24  1  0
 22 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288777

   2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]-N-[2-(methylamino)-2-oxoethyl]propanamide

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: 398.25

Molecular Weight (Monoisotopic): 397.0596

AlogP: 2.81

#Rotatable Bonds: 7

Polar Surface Area: 89.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.82

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.69

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