3-Oxo-3-(10H-phenoxazin-10-yl)propanenitrile

ID: ALA3758694

PubChem CID: 127026787

Max Phase: Preclinical

Molecular Formula: C15H10N2O2

Molecular Weight: 250.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCC(=O)N1c2ccccc2Oc2ccccc21

Standard InChI:  InChI=1S/C15H10N2O2/c16-10-9-15(18)17-11-5-1-3-7-13(11)19-14-8-4-2-6-12(14)17/h1-8H,9H2

Standard InChI Key:  MLDWSESWKKCSNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  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
    1.3293   -5.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3390   -6.4424    0.0000 N   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
 17 18  1  0
 18 19  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3758694

   ---

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: 250.26

Molecular Weight (Monoisotopic): 250.0742

AlogP: 3.37

#Rotatable Bonds: 1

Polar Surface Area: 53.33

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.19

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.72

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