3-(2-(4-(3,5-dichloropyridin-2-yloxy)phenoxy)propanamido)propanoic acid

ID: ALA2288771

PubChem CID: 76334725

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N2O5

Molecular Weight: 399.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H16Cl2N2O5/c1-10(16(24)20-7-6-15(22)23)25-12-2-4-13(5-3-12)26-17-14(19)8-11(18)9-21-17/h2-5,8-10H,6-7H2,1H3,(H,20,24)(H,22,23)

Standard InChI Key:  OKWBMVBIXPUEDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.4698  -23.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8671  -24.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6805  -24.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0977  -23.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6955  -23.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8833  -23.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4821  -22.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0795  -25.2721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8966  -25.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3148  -24.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1319  -24.5922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9158  -23.8679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6649  -22.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2681  -21.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4518  -21.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0350  -22.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4406  -23.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2557  -23.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6858  -21.0036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2179  -22.3938    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5308  -25.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3480  -25.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7469  -26.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5640  -26.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3287  -26.7318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2955  -25.9964    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
 23 24  2  0
 23 25  1  0
  9 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288771

   3-[2-[4-(3,5-Dichloropyridin-2-yl)oxyphenoxy]propanoylamino]propanoic acid

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: 399.23

Molecular Weight (Monoisotopic): 398.0436

AlogP: 3.54

#Rotatable Bonds: 8

Polar Surface Area: 97.75

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.85

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: -0.16

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.41

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