(E)-3-(4-(Benzyloxy)phenyl)-N-hydroxyacrylamide

ID: ALA4514609

PubChem CID: 44507934

Max Phase: Preclinical

Molecular Formula: C16H15NO3

Molecular Weight: 269.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(OCc2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C16H15NO3/c18-16(17-19)11-8-13-6-9-15(10-7-13)20-12-14-4-2-1-3-5-14/h1-11,19H,12H2,(H,17,18)/b11-8+

Standard InChI Key:  XZVJNBMIUPKZHF-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   28.0885  -17.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0874  -18.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7954  -18.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5051  -18.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5022  -17.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7936  -16.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2084  -16.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9176  -17.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6238  -16.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3330  -17.3489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6207  -16.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0392  -16.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3793  -18.5908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6719  -18.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9639  -18.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2573  -18.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5497  -18.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5486  -19.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2610  -19.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9656  -19.4030    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  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514609

   (E)-3-(4-(benzyloxy)phenyl)-N-hydroxyacrylamide (4a)

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: 269.30

Molecular Weight (Monoisotopic): 269.1052

AlogP: 2.78

#Rotatable Bonds: 5

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: 2.89

CX LogD: 2.89

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: -0.26

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