6-chloro-4-nitro-2-oxobenzo[d][1,3]oxathiol-5-yl methyl carbonate

ID: ALA3343826

PubChem CID: 4987935

Max Phase: Preclinical

Molecular Formula: C9H4ClNO7S

Molecular Weight: 305.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Oc1c(Cl)cc2oc(=O)sc2c1[N+](=O)[O-]

Standard InChI:  InChI=1S/C9H4ClNO7S/c1-16-8(12)18-6-3(10)2-4-7(5(6)11(14)15)19-9(13)17-4/h2H,1H3

Standard InChI Key:  YDKAICSDAOTTCA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   20.4538  -10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4527  -11.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1671  -11.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1653  -10.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8803  -10.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8852  -11.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6722  -11.6796    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.1538  -11.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6643  -10.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9783  -11.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7383  -11.8452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1682  -12.6706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8821  -13.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4539  -13.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7397  -10.1945    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.0246  -11.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3101  -11.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0252  -10.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5965  -11.4312    0.0000 C   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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  2 11  1  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
 11 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3343826

   6-Chloro-4-nitro-2-oxo-2H-1,3-benzoxathiol-5-YL methyl carbonate

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: 305.65

Molecular Weight (Monoisotopic): 304.9397

AlogP: 2.56

#Rotatable Bonds: 2

Polar Surface Area: 108.88

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: -0.76

References

1. Meneely KM, Luo Q, Riley AP, Taylor B, Roy A, Stein RL, Prisinzano TE, Lamb AL..  (2014)  Expanding the results of a high throughput screen against an isochorismate-pyruvate lyase to enzymes of a similar scaffold or mechanism.,  22  (21): [PMID:25282647] [10.1016/j.bmc.2014.09.010]

Source

Source(1):

• Scientific Literature