(Z)-3-Amino-1-(3-bromophenyl)-4,4,4-trifluorobut-2-en-1-one

ID: ALA2251700

PubChem CID: 44248047

Max Phase: Preclinical

Molecular Formula: C10H7BrF3NO

Molecular Weight: 294.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=C\C(=O)c1cccc(Br)c1)C(F)(F)F

Standard InChI:  InChI=1S/C10H7BrF3NO/c11-7-3-1-2-6(4-7)8(16)5-9(15)10(12,13)14/h1-5H,15H2/b9-5-

Standard InChI Key:  CZMROHSCGBGSDD-UITAMQMPSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   22.3715   -5.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2357   -7.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6617   -6.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8058   -6.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9458   -5.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0906   -6.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5176   -5.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3746   -5.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2329   -6.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8046   -7.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5194   -7.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9427   -5.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7968   -5.9347    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0935   -7.1631    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7935   -6.7521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.5192   -8.4176    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0
 11  2  2  0
  7  4  1  0
  9  5  1  0
 10 11  1  0
  8  6  1  0
  9  7  2  0
  8  1  1  0
  2  9  1  0
  3  8  2  0
  4 10  2  0
  5 12  2  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
 11 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251700

   (Z)-3-amino-1-(3-bromophenyl)-4,4,4-trifluorobut-2-en-1-one

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: 294.07

Molecular Weight (Monoisotopic): 292.9663

AlogP: 3.04

#Rotatable Bonds: 2

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: -0.64

References

1. Gellerman G, Pariente N, Paz Z, Shnaiderman A, Yarden O..  (2009)  Synthesis and antifungal activity of beta-trifluoroalkyl aminovinyl ketone derivatives.,  57  (18): [PMID:19711891] [10.1021/jf902190w]

Source

Source(1):

• Scientific Literature