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

ID: ALA3343825

PubChem CID: 1822118

Max Phase: Preclinical

Molecular Formula: C9H4N2O9S

Molecular Weight: 316.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H4N2O9S/c1-18-8(12)20-6-3(10(14)15)2-4-7(5(6)11(16)17)21-9(13)19-4/h2H,1H3

Standard InChI Key:  BXVKBNPNUFOKOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.3988  -12.5340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3988  -10.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6880   -8.8342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8186  -12.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783  -10.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9065  -10.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3976  -10.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6045  -11.1310    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5967   -9.8029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089  -12.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8169  -10.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8217  -10.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0861  -10.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1079  -11.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1061   -9.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6882   -9.6545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900  -11.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822  -10.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2745  -11.2978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5594  -10.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5668  -10.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  2  0
 12  8  1  0
 13  9  1  0
  7 14  1  0
  8 13  1  0
  9 11  1  0
 14 10  1  0
 13  6  2  0
 10  1  1  0
 15  2  1  0
 11 12  1  0
  2 16  1  0
 14 12  2  0
 10  4  2  0
 16  3  1  0
  2  7  2  0
 11 15  2  0
  7 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
M  CHG  4   1  -1   3  -1  10   1  16   1
M  END

Alternative Forms

1. Parent:

   

   ALA3343825

   4,6-Bisnitro-2-oxo-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: 316.20

Molecular Weight (Monoisotopic): 315.9638

AlogP: 1.82

#Rotatable Bonds: 3

Polar Surface Area: 152.02

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.36

Np Likeness Score: -0.56

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