2-Chloro-1-(2-(trifluoromethyl)-10H-phenoxazin-10-yl)ethan-1-one

ID: ALA3759243

PubChem CID: 10065036

Max Phase: Preclinical

Molecular Formula: C15H9ClF3NO2

Molecular Weight: 327.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCl)N1c2ccccc2Oc2ccc(C(F)(F)F)cc21

Standard InChI:  InChI=1S/C15H9ClF3NO2/c16-8-14(21)20-10-3-1-2-4-12(10)22-13-6-5-9(7-11(13)20)15(17,18)19/h1-7H,8H2

Standard InChI Key:  PYCAZYLUZMZLCS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120   -3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226   -3.6090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3173   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1965   -1.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -2.7005    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2356   -0.9002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2360   -2.1000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3269   -4.9417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 12 18  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3759243

   2-Chloro-1-[2-(trifluoromethyl)phenoxazin-10-yl]ethanone

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: 327.69

Molecular Weight (Monoisotopic): 327.0274

AlogP: 4.71

#Rotatable Bonds: 1

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -0.89

References

1. Marcu A, Schurigt U, Müller K, Moll H, Krauth-Siegel RL, Prinz H..  (2016)  Inhibitory effect of phenothiazine- and phenoxazine-derived chloroacetamides on Leishmania major growth and Trypanosoma brucei trypanothione reductase.,  108  [PMID:26708110] [10.1016/j.ejmech.2015.11.023]

Source

Source(1):

• Scientific Literature