(E)-N-Hydroxy-3-(4-(2-phenoxyethoxy)phenyl)acrylamide

ID: ALA4472597

PubChem CID: 155535896

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(OCCOc2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C17H17NO4/c19-17(18-20)11-8-14-6-9-16(10-7-14)22-13-12-21-15-4-2-1-3-5-15/h1-11,20H,12-13H2,(H,18,19)/b11-8+

Standard InChI Key:  OIFFROFNYUYIBG-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   30.5153   -4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5142   -5.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2222   -5.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9319   -5.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9290   -4.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2204   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6352   -4.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3445   -4.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0506   -4.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7599   -4.5587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0475   -3.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4660   -4.1474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8061   -5.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0987   -5.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3907   -5.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6833   -5.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9753   -5.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2714   -5.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5638   -5.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5627   -6.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2751   -7.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9797   -6.6129    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  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4472597

   ---

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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 2.66

#Rotatable Bonds: 7

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -0.33

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