4-Bromo-benzoic acid 1,1-dioxo-1lambda(6)-[1,2]dithiolan-4-yl ester

ID: ALA2419091

PubChem CID: 72163428

Max Phase: Preclinical

Molecular Formula: C10H9BrO4S2

Molecular Weight: 337.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CSS(=O)(=O)C1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C10H9BrO4S2/c11-8-3-1-7(2-4-8)10(12)15-9-5-16-17(13,14)6-9/h1-4,9H,5-6H2

Standard InChI Key:  NTHXZDNUXPKRSH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    7.0844  -17.6570    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7425  -17.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822  -16.8380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130  -18.3569    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2824  -17.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2115  -18.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9719  -18.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5057  -19.0867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7980  -18.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759  -19.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119  -17.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708  -18.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493  -19.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346  -19.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477  -20.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0664  -19.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136  -20.2645    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  1  1  0
  1  5  1  0
  5  6  1  0
  6  7  1  0
  7  4  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419091

   (1,1-Dioxodithiolan-4-yl) 4-bromobenzoate

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: 337.22

Molecular Weight (Monoisotopic): 335.9126

AlogP: 2.05

#Rotatable Bonds: 2

Polar Surface Area: 60.44

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.61

Np Likeness Score: -0.43

References

1. Chen J, Jiang CS, Ma WQ, Gao LX, Gong JX, Li JY, Li J, Guo YW..  (2013)  The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors.,  23  (18): [PMID:23942421] [10.1016/j.bmcl.2013.07.039]

Source

Source(1):

• Scientific Literature