(E)-N-Hydroxy-3-(4-phenethoxyphenyl)acrylamide

ID: ALA4567773

PubChem CID: 155560436

Max Phase: Preclinical

Molecular Formula: C17H17NO3

Molecular Weight: 283.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(OCCc2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C17H17NO3/c19-17(18-20)11-8-15-6-9-16(10-7-15)21-13-12-14-4-2-1-3-5-14/h1-11,20H,12-13H2,(H,18,19)/b11-8+

Standard InChI Key:  GVLXWKGGJLCWDL-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   29.8550  -26.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8538  -27.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5619  -27.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2715  -27.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2687  -26.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5601  -26.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9749  -26.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6841  -26.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3903  -26.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0995  -26.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3872  -25.1892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8057  -26.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1458  -27.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4384  -27.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7304  -27.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0230  -27.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0284  -26.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3218  -26.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6128  -26.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6148  -27.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3219  -27.6515    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567773

   ---

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: 283.33

Molecular Weight (Monoisotopic): 283.1208

AlogP: 2.83

#Rotatable Bonds: 6

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: -0.17

References

1. Kozlov MV, Konduktorov KA, Malikova AZ, Kamarova KA, Shcherbakova AS, Solyev PN, Kochetkov SN..  (2019)  Structural isomers of cinnamic hydroxamic acids block HCV replication via different mechanisms.,  183  [PMID:31557613] [10.1016/j.ejmech.2019.111723]

Source

Source(1):

• Scientific Literature