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

ID: ALA3394285

Chembl Id: CHEMBL3394285

PubChem CID: 53374826

Max Phase: Preclinical

Molecular Formula: C10H8F3NO2

Molecular Weight: 231.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H8F3NO2/c11-10(12,13)8-4-1-7(2-5-8)3-6-9(15)14-16/h1-6,16H,(H,14,15)/b6-3+

Standard InChI Key:  ABKAFUZUCJSIKV-ZZXKWVIFSA-N

Alternative Forms

1. Parent:

   

   ALA3394285

   (E)-N-Hydroxy-3-[4-(trifluoromethyl)phenyl]acrylamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 231.17

Molecular Weight (Monoisotopic): 231.0507

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.56

CX Basic pKa:

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.47

Np Likeness Score: -0.50

References

1. Ai T, Xu Y, Qiu L, Geraghty RJ, Chen L..  (2015)  Hydroxamic acids block replication of hepatitis C virus.,  58  (2): [PMID:25490700] [10.1021/jm501330g]

2. Ai T, Qiu L, Xie J, Geraghty RJ, Chen L..  (2016)  Design and synthesis of an activity-based protein profiling probe derived from cinnamic hydroxamic acid.,  24  (4): [PMID:26753813] [10.1016/j.bmc.2015.12.035]

3. Mavrikaki V, Pagonis A, Poncin I, Mallick I, Canaan S, Magrioti V, Cavalier JF..  (2022)  Design, synthesis and antibacterial activity against pathogenic mycobacteria of conjugated hydroxamic acids, hydrazides and O-alkyl/O-acyl protected hydroxamic derivatives.,  64  [PMID:35307568] [10.1016/j.bmcl.2022.128692]

Source

Source(1):

• Scientific Literature