2-Chloro-1-(7-chlorodibenzo[b,e][1,4]oxazepin-5(11H)-yl)ethan-1-one

ID: ALA3758404

PubChem CID: 127026790

Max Phase: Preclinical

Molecular Formula: C15H11Cl2NO2

Molecular Weight: 308.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCl)N1c2ccccc2COc2ccc(Cl)cc21

Standard InChI:  InChI=1S/C15H11Cl2NO2/c16-8-15(19)18-12-4-2-1-3-10(12)9-20-14-6-5-11(17)7-13(14)18/h1-7H,8-9H2

Standard InChI Key:  HTNPLGQZQLBAHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.8563   -2.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -3.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893   -3.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509    1.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5854    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -0.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8722   -1.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246    1.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3486   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241    0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    1.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2272    1.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3330    0.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0215   -1.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6719   -2.1296    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636   -4.8107    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  4 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  2  0
  6 11  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  8 18  2  0
  9 15  2  0
 12 19  1  0
  1  7  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3758404

   ---

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: 308.16

Molecular Weight (Monoisotopic): 307.0167

AlogP: 4.14

#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: 13.97

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.80

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]

2. Vermelho AB, Capaci GR, Rodrigues IA, Cardoso VS, Mazotto AM, Supuran CT..  (2017)  Carbonic anhydrases from Trypanosoma and Leishmania as anti-protozoan drug targets.,  25  (5): [PMID:28161253] [10.1016/j.bmc.2017.01.034]

Source

Source(1):

• Scientific Literature