(S,E)-2-(4-(3-(3-chlorophenyl)acryloyl)phenoxy)-N-(2-oxotetrahydrofuran-3-yl)acetamide

ID: ALA4559316

PubChem CID: 155557931

Max Phase: Preclinical

Molecular Formula: C21H18ClNO5

Molecular Weight: 399.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(C(=O)/C=C/c2cccc(Cl)c2)cc1)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C21H18ClNO5/c22-16-3-1-2-14(12-16)4-9-19(24)15-5-7-17(8-6-15)28-13-20(25)23-18-10-11-27-21(18)26/h1-9,12,18H,10-11,13H2,(H,23,25)/b9-4+/t18-/m0/s1

Standard InChI Key:  NBDIYNZUBQQWIX-URPWPPKMSA-N

Molfile:  

 
     RDKit          2D

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   26.4488  -13.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2660  -13.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5204  -12.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8574  -12.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1987  -12.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2281  -12.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8562  -11.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9358  -12.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6435  -12.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9358  -13.7024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3512  -12.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0589  -12.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7654  -12.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4726  -12.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4731  -11.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7604  -11.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0561  -11.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1802  -11.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8885  -11.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1791  -10.4367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5957  -11.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3039  -11.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3026  -12.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0101  -12.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7182  -12.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7145  -11.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0065  -11.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4202  -11.2422    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  1  1
  4  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 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
 15 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559316

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.83

Molecular Weight (Monoisotopic): 399.0874

AlogP: 3.05

#Rotatable Bonds: 7

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -0.76

References

1. Yu B, Liu H, Kong X, Chen X, Wu C..  (2019)  Synthesis of new chalcone-based homoserine lactones and their antiproliferative activity evaluation.,  163  [PMID:30553142] [10.1016/j.ejmech.2018.12.014]

Source

Source(1):

• Scientific Literature