2-Chloro-10-(2-chloroethyl)-10H-phenoxazine

ID: ALA3759618

PubChem CID: 127025775

Max Phase: Preclinical

Molecular Formula: C14H11Cl2NO

Molecular Weight: 280.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ClCCN1c2ccccc2Oc2ccc(Cl)cc21

Standard InChI:  InChI=1S/C14H11Cl2NO/c15-7-8-17-11-3-1-2-4-13(11)18-14-6-5-10(16)9-12(14)17/h1-6,9H,7-8H2

Standard InChI Key:  JHMKKLYGZWHLJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  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
   -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
   -2.5978    1.5002    0.0000 C   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
    0.0000   -1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058   -3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2905   -3.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -4.9573    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9360   -1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  1  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3759618

   ---

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: 280.15

Molecular Weight (Monoisotopic): 279.0218

AlogP: 4.82

#Rotatable Bonds: 2

Polar Surface Area: 12.47

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: -1.09

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