2-chloro-N-(2,2-diethoxyethyl)-N-(2-methyl-1-phenylprop-1-enyl)acetamide

ID: ALA2288027

PubChem CID: 15137852

Max Phase: Preclinical

Molecular Formula: C18H26ClNO3

Molecular Weight: 339.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(CN(C(=O)CCl)C(=C(C)C)c1ccccc1)OCC

Standard InChI:  InChI=1S/C18H26ClNO3/c1-5-22-17(23-6-2)13-20(16(21)12-19)18(14(3)4)15-10-8-7-9-11-15/h7-11,17H,5-6,12-13H2,1-4H3

Standard InChI Key:  CNWVXAAFUIXIRO-UHFFFAOYSA-N

Molfile:  

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   33.0962  -23.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9134  -23.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6877  -23.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3220  -22.3407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3220  -23.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.0851  -20.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6825  -20.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0962  -24.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1392  -23.7561    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.6877  -25.1715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9134  -24.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3220  -25.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4619  -25.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9134  -25.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
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  2 10  1  0
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 11 12  1  0
 12 13  2  0
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  7 16  1  0
  9 17  1  0
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 16 19  1  0
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 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288027

   2-chloro-N-(2,2-diethoxyethyl)-N-(2-methyl-1-phenylprop-1-enyl)acetamide

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: 339.86

Molecular Weight (Monoisotopic): 339.1601

AlogP: 3.90

#Rotatable Bonds: 9

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -0.37

References

1. OKAMOTO H, KATO S, KOBUTANI T, OGASAWARA M, KONNAI M, TAKEMATSU T.  (1991)  Herbicidally Active N-(1-Arylethenyl)-2-chloroacetamides Bearing an Alkyloxyalkyl Moiety.,  55  (11): [10.1271/bbb1961.55.2737]

Source

Source(1):

• Scientific Literature