2-chloro-N-(2-methyl-1-phenylprop-1-enyl)-N-(2-(prop-2-ynyloxy)ethyl)acetamide

ID: ALA2288038

PubChem CID: 14229850

Max Phase: Preclinical

Molecular Formula: C17H20ClNO2

Molecular Weight: 305.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOCCN(C(=O)CCl)C(=C(C)C)c1ccccc1

Standard InChI:  InChI=1S/C17H20ClNO2/c1-4-11-21-12-10-19(16(20)13-18)17(14(2)3)15-8-6-5-7-9-15/h1,5-9H,10-13H2,2-3H3

Standard InChI Key:  ROUKGWWWPOVOGG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   14.7301   -3.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5473   -3.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3215   -2.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3215   -3.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9559   -3.9063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7731   -3.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5473   -4.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7301   -4.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1817   -3.1986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1817   -4.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7731   -5.3217    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.9537   -2.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7660   -2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1723   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7638   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9447   -1.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5421   -1.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3215   -5.3217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5043   -5.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0957   -6.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6830   -6.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  1  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  6  9  2  0
  6 10  1  0
 10 11  1  0
  2 12  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
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288038

   2-chloro-N-(2-methyl-1-phenylprop-1-enyl)-N-(2-prop-2-ynoxyethyl)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: 305.81

Molecular Weight (Monoisotopic): 305.1183

AlogP: 3.15

#Rotatable Bonds: 7

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: 2.71

CX LogD: 2.71

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: -0.68

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