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

ID: ALA2289696

PubChem CID: 76327511

Max Phase: Preclinical

Molecular Formula: C14H15Cl2NO3

Molecular Weight: 316.18

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  SCUUFSYSERFJTJ-GQCTYLIASA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   26.6811  -14.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6800  -15.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3880  -15.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0977  -15.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0948  -14.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3862  -13.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8060  -15.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5131  -15.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2214  -15.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9285  -15.1237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2227  -16.3506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6369  -15.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3439  -15.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0523  -15.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3426  -14.3043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7593  -15.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4677  -15.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4690  -16.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9733  -13.9006    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.8010  -13.8942    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
 17 18  1  0
  1 19  1  0
  5 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289696

   propyl 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: 3.08

#Rotatable Bonds: 6

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: 3.26

CX LogD: 3.26

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: -1.15

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