(Z)-3-Amino-4,4,4-trifluoro-1-(naphthalen-2-yl)but-2-en-1-one

ID: ALA2251699

PubChem CID: 46205925

Max Phase: Preclinical

Molecular Formula: C14H10F3NO

Molecular Weight: 265.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=C\C(=O)c1ccc2ccccc2c1)C(F)(F)F

Standard InChI:  InChI=1S/C14H10F3NO/c15-14(16,17)13(18)8-12(19)11-6-5-9-3-1-2-4-10(9)7-11/h1-8H,18H2/b13-8-

Standard InChI Key:  YAYAVOSWGDVKIP-JYRVWZFOSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    6.0689   -5.1730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332   -7.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592   -6.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6432   -6.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7880   -6.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150   -6.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0721   -5.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -6.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -7.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -5.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4942   -5.9966    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7910   -7.2250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4909   -6.8141    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020   -7.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5038   -6.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -6.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -6.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -7.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -7.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  9  2  2  0
  6 15  1  0
  8  4  1  0
 14  9  1  0
  7  5  1  0
  8  6  2  0
  7  1  1  0
  2  8  1  0
  3  7  2  0
  4 10  2  0
  5 11  1  0
  5 12  1  0
  5 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251699

   (Z)-3-amino-4,4,4-trifluoro-1-naphthalen-2-ylbut-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: 265.23

Molecular Weight (Monoisotopic): 265.0714

AlogP: 3.43

#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: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.30

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