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

ID: ALA2288031

PubChem CID: 76320198

Max Phase: Preclinical

Molecular Formula: C15H20ClNOS

Molecular Weight: 297.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCCN(C(=O)CCl)C(=C(C)C)c1ccccc1

Standard InChI:  InChI=1S/C15H20ClNOS/c1-12(2)15(13-7-5-4-6-8-13)17(9-10-19-3)14(18)11-16/h4-8H,9-11H2,1-3H3

Standard InChI Key:  PLBGERPNUQNISX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   12.9554  -28.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7726  -28.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5468  -27.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5468  -29.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1812  -29.3631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9983  -29.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7726  -30.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9554  -30.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4069  -28.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4069  -30.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9983  -30.7785    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1789  -27.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9913  -27.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3976  -27.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9891  -26.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1700  -26.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7674  -27.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5468  -30.7785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7296  -30.7785    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288031

   2-chloro-N-(2-methyl-1-phenylprop-1-enyl)-N-(2-methylsulfanylethyl)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: 297.85

Molecular Weight (Monoisotopic): 297.0954

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: -0.56

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