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

ID: ALA2251701

PubChem CID: 44248048

Max Phase: Preclinical

Molecular Formula: C12H11ClF3NO

Molecular Weight: 277.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C(C(=O)c1ccc(Cl)cc1)=C(/N)C(F)(F)F

Standard InChI:  InChI=1S/C12H11ClF3NO/c1-2-9(11(17)12(14,15)16)10(18)7-3-5-8(13)6-4-7/h3-6H,2,17H2,1H3/b11-9-

Standard InChI Key:  YJRKBIQOTRZBQE-LUAWRHEFSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   30.6961   -4.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5603   -7.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9863   -6.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1304   -6.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2704   -5.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4152   -6.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8422   -5.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6992   -5.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5575   -6.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1292   -7.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8440   -7.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2673   -4.9969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1214   -5.8150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.4182   -7.0434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1181   -6.6325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.4211   -7.4760    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.9894   -7.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2833   -7.4600    0.0000 C   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
 10 16  1  0
  3 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251701

   (Z)-3-amino-1-(4-chlorophenyl)-2-ethyl-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: 277.67

Molecular Weight (Monoisotopic): 277.0481

AlogP: 3.71

#Rotatable Bonds: 3

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: 3.17

CX LogD: 3.17

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -0.69

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