isopropyl 2-(3-(2,4-dichlorophenyl)acrylamido)acetate

ID: ALA2289697

PubChem CID: 76334772

Max Phase: Preclinical

Molecular Formula: C14H15Cl2NO3

Molecular Weight: 316.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)CNC(=O)/C=C/c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C14H15Cl2NO3/c1-9(2)20-14(19)8-17-13(18)6-4-10-3-5-11(15)7-12(10)16/h3-7,9H,8H2,1-2H3,(H,17,18)/b6-4+

Standard InChI Key:  HORVOQKQYSCLFP-GQCTYLIASA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   35.4969  -14.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4957  -15.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2038  -15.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9134  -15.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9106  -14.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2020  -14.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6218  -15.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3289  -15.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0372  -15.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7443  -15.2475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0385  -16.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4526  -15.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1597  -15.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8680  -15.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1584  -14.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5751  -15.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2834  -15.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5738  -14.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7891  -14.0245    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.6168  -14.0180    0.0000 Cl  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
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
  1 19  1  0
  5 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289697

   propan-2-yl 2-[[(E)-3-(2,4-dichlorophenyl)prop-2-enoyl]amino]acetate

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: 316.18

Molecular Weight (Monoisotopic): 315.0429

AlogP: 3.07

#Rotatable Bonds: 5

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.11

References

1. ZHU J, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Synthesis and Fungitoxic Activity of N-Cinnamoyl--Amino Acid Esters,  25  (3): [10.1584/jpestics.25.259]

Source

Source(1):

• Scientific Literature