3-(3-Trifluoromethyl-phenyl)-acrylamide

ID: ALA107281

Cas Number: 64380-24-1

PubChem CID: 875015

Max Phase: Preclinical

Molecular Formula: C10H8F3NO

Molecular Weight: 215.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-(3-(Trifluoromethyl)Phenyl)Acrylamide | 2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-|64380-24-1|(E)-3-[3-(trifluoromethyl)phenyl]prop-2-enamide|BRN 5003774|CHEMBL107281|3-(3-(Trifluoromethyl)Phenyl)Acrylamide|3-(Trifluoromethyl)cinnamide|m-(Trifluoromethyl)cinnamamide|trans-m-Trifluoromethylcinnamamide|CINNAMAMIDE, m-(TRIFLUOROMETHYL)-|2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-|93040-58-5|Cinnamamide, m-(trifluoromethyl)-, (E)-|M-(trifluoromethyl)cinnamide|Meta-(trifluoromethyl)cinnaShow More⌵

Canonical SMILES:  NC(=O)/C=C/c1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C10H8F3NO/c11-10(12,13)8-3-1-2-7(6-8)4-5-9(14)15/h1-6H,(H2,14,15)/b5-4+

Standard InChI Key:  VETMUDCRMKPGOI-SNAWJCMRSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    3.8667   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -5.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -7.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -6.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -5.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -7.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -5.9417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -5.4292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -4.9042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -6.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250   -7.0875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -4.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -5.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5 11  1  0
  6  2  1  0
  7  3  2  0
  8  1  1  0
  9  1  1  0
 10  1  1  0
 11  6  2  0
 12  3  1  0
 13  2  2  0
 14 13  1  0
 15 14  2  0
 15 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA107281

   2-Propenamide, 3-(3-(trifluoromethyl)phenyl)-, (E)-

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: 215.17

Molecular Weight (Monoisotopic): 215.0558

AlogP: 2.20

#Rotatable Bonds: 2

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: -0.78

References

1. Houlihan WJ, Gogerty JH, Ryan EA, Schmitt G..  (1985)  Sleep-inducing N-alkyl-5-[m-(trifluoromethyl)phenyl]-5-hydroxy-2-pyrrolidinones and N-alkyl-3-(trifluoromethyl)cinnamamides.,  28  (1): [PMID:3965710] [10.1021/jm00379a007]

2. Balsamo A, Crotti P, Lapucci A, Macchia B, Macchia F, Cuttica A, Passerini N..  (1981)  Structure--activity relationship in cinnamamides. 3. Synthesis and anticonvulsant activity evaluation of some derivatives of (E)- and (Z)-m-(trifluoromethyl)cinnamamide.,  24  (5): [PMID:7241510] [10.1021/jm00137a010]

3. Kobe A, Caaveiro JM, Tashiro S, Kajihara D, Kikkawa M, Mitani T, Tsumoto K..  (2013)  Incorporation of rapid thermodynamic data in fragment-based drug discovery.,  56  (5): [PMID:23419007] [10.1021/jm301603n]

Source

Source(1):

• Scientific Literature