2-chloro-N-(2-methyl-1-phenylprop-1-enyl)-N-(2-propoxyethyl)acetamide

ID: ALA2288033

PubChem CID: 14326551

Max Phase: Preclinical

Molecular Formula: C17H24ClNO2

Molecular Weight: 309.84

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H24ClNO2/c1-4-11-21-12-10-19(16(20)13-18)17(14(2)3)15-8-6-5-7-9-15/h5-9H,4,10-13H2,1-3H3

Standard InChI Key:  AZPOHYFCYRHLQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   25.2875  -28.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1047  -28.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8789  -27.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8789  -29.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5133  -29.2557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3305  -29.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1047  -29.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2875  -29.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7391  -28.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7391  -29.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3305  -30.6712    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.5111  -27.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3235  -27.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7298  -27.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3212  -26.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5022  -26.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0995  -27.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8789  -30.6712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0617  -30.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6531  -29.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8360  -29.9635    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288033

   2-chloro-N-(2-methyl-1-phenylprop-1-enyl)-N-(2-propoxyethyl)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: 309.84

Molecular Weight (Monoisotopic): 309.1496

AlogP: 3.93

#Rotatable Bonds: 8

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: 3.36

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -0.55

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