(E/Z)-2-chloro-N-(2-methoxyethyl)-N-(1-phenylprop-1-enyl)acetamide

ID: ALA2288044

Cas Number: 104798-64-3

PubChem CID: 71333328

Max Phase: Preclinical

Molecular Formula: C14H18ClNO2

Molecular Weight: 267.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC=C(c1ccccc1)N(CCOC)C(=O)CCl

Standard InChI:  InChI=1S/C14H18ClNO2/c1-3-13(12-7-5-4-6-8-12)16(9-10-18-2)14(17)11-15/h3-8H,9-11H2,1-2H3

Standard InChI Key:  JQFZURVFCZEMNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   28.5911  -12.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1786  -11.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5911  -11.1142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1786  -10.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4161  -11.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8286  -10.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6536  -10.3997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0661   -9.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5911   -9.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3536  -10.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9411   -9.6852    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.3536  -11.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9411  -12.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1161  -12.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7036  -11.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1161  -11.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9411  -11.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1786  -13.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  2  0
  4 10  1  0
 10 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  2 12  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288044

   2-Chloro-N-(2-methoxyethyl)-N-(1-phenylprop-1-en-1-yl)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: 267.76

Molecular Weight (Monoisotopic): 267.1026

AlogP: 2.76

#Rotatable Bonds: 6

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: -0.40

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