(Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(4-chlorophenyl)-methaneaminoacrylate

ID: ALA2272999

PubChem CID: 23276465

Max Phase: Preclinical

Molecular Formula: C18H23ClN2O3

Molecular Weight: 350.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCOC(=O)/C(C#N)=C(/NCc1ccc(Cl)cc1)C(C)C

Standard InChI:  InChI=1S/C18H23ClN2O3/c1-4-23-9-10-24-18(22)16(11-20)17(13(2)3)21-12-14-5-7-15(19)8-6-14/h5-8,13,21H,4,9-10,12H2,1-3H3/b17-16+

Standard InChI Key:  XORBJMBVBBUMDO-WUKNDPDISA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   30.7767  -22.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5921  -22.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9990  -21.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5916  -20.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7731  -20.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3699  -21.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5527  -21.3582    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.8162  -21.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2246  -22.0620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0418  -22.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4502  -22.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2674  -22.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0415  -23.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6346  -24.1862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6759  -23.4780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6762  -22.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4506  -21.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2678  -21.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4930  -23.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9015  -24.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7187  -24.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1274  -23.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9446  -23.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0422  -20.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  3  0
 12 15  1  0
 12 16  2  0
 10 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272999

   2Pentenoicacid2cyano3pchlorobenzylamino4methyl2E

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: 350.85

Molecular Weight (Monoisotopic): 350.1397

AlogP: 3.44

#Rotatable Bonds: 9

Polar Surface Area: 71.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: -1.12

References

1. Wang Q, Sun H, Cao H, Cheng M, Huang R..  (2003)  Synthesis and herbicidal activity of 2-cyano-3-substituted-pyridinemethylaminoacrylates.,  51  (17): [PMID:12903965] [10.1021/jf034067s]

Source

Source(1):

• Scientific Literature