(E)-N-Hydroxy-3-(2-phenoxyphenyl)acrylamide

ID: ALA4539826

PubChem CID: 71622957

Max Phase: Preclinical

Molecular Formula: C15H13NO3

Molecular Weight: 255.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1Oc1ccccc1)NO

Standard InChI:  InChI=1S/C15H13NO3/c17-15(16-18)11-10-12-6-4-5-9-14(12)19-13-7-2-1-3-8-13/h1-11,18H,(H,16,17)/b11-10+

Standard InChI Key:  TVELQZHZSPWQOZ-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.1877  -11.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1866  -12.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946  -13.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6043  -12.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6015  -11.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928  -11.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8904  -10.5695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815  -10.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3076  -11.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0169  -11.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7230  -11.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4323  -11.7813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7199  -10.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1384  -11.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -9.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -8.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7668   -9.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719  -10.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4805  -10.5751    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
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539826

   (E)-N-hydroxy-3-(2-phenoxyphenyl)prop-2-enamide

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: 255.27

Molecular Weight (Monoisotopic): 255.0895

AlogP: 3.00

#Rotatable Bonds: 4

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: 9.55

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.82

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.50

Np Likeness Score: -0.30

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