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

ID: ALA2288776

PubChem CID: 76309317

Max Phase: Preclinical

Molecular Formula: C16H15Cl2N3O4

Molecular Weight: 384.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H15Cl2N3O4/c1-9(15(23)20-8-14(19)22)24-11-2-4-12(5-3-11)25-16-13(18)6-10(17)7-21-16/h2-7,9H,8H2,1H3,(H2,19,22)(H,20,23)

Standard InChI Key:  JFRQXCZPMGWTFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   19.8359  -29.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2332  -30.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0467  -30.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4638  -29.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0616  -29.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2494  -29.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8482  -28.3984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4456  -31.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2627  -31.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6809  -30.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4980  -30.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2819  -29.8400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0310  -28.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6343  -27.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8179  -27.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4011  -28.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8068  -29.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6218  -29.0929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0520  -26.9757    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.5840  -28.3659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.8969  -31.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7141  -31.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1130  -32.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6617  -31.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1322  -30.5865    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA2288776

   N-(2-amino-2-oxoethyl)-2-[4-(3,5-dichloropyridin-2-yl)oxyphenoxy]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: 384.22

Molecular Weight (Monoisotopic): 383.0440

AlogP: 2.55

#Rotatable Bonds: 7

Polar Surface Area: 103.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.67

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