propyl 2-(2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)propanamido)acetate

ID: ALA2288774

PubChem CID: 76320259

Max Phase: Preclinical

Molecular Formula: C19H20Cl2N2O5

Molecular Weight: 427.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20Cl2N2O5/c1-3-8-26-17(24)11-22-18(25)12(2)27-14-4-6-15(7-5-14)28-19-16(21)9-13(20)10-23-19/h4-7,9-10,12H,3,8,11H2,1-2H3,(H,22,25)

Standard InChI Key:  HTCQKKJUHJUDPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.9373  -28.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3346  -29.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481  -29.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5653  -28.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630  -27.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3509  -27.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9496  -27.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470  -30.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641  -30.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7823  -29.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994  -29.4335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834  -28.7092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325  -27.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722  -26.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820  -26.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989  -27.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0956  -27.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2845  -27.9620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534  -25.8449    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162  -27.2350    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9984  -30.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8155  -30.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2144  -30.8709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7631  -30.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2337  -29.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0315  -30.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4305  -31.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2476  -31.6063    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
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288774

   Propyl 2-[2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]propanoylamino]acetate

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: 427.28

Molecular Weight (Monoisotopic): 426.0749

AlogP: 4.02

#Rotatable Bonds: 9

Polar Surface Area: 86.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.69

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.51

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