SID48410278

ID: ALA1327774

PubChem CID: 789790

Max Phase: Preclinical

Molecular Formula: C14H11NO7S

Molecular Weight: 337.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(S(=O)(=O)Nc2ccccc2C(=O)O)ccc1O

Standard InChI:  InChI=1S/C14H11NO7S/c16-12-6-5-8(7-10(12)14(19)20)23(21,22)15-11-4-2-1-3-9(11)13(17)18/h1-7,15-16H,(H,17,18)(H,19,20)

Standard InChI Key:  DXBBXOCJMOGJNI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -0.6312    0.1687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562    0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -3.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7977   -3.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122   -1.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3457    2.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    3.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    0.9937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0832   -1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0832    1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0832   -1.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3457   -1.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -2.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0832    2.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3457   -1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7977   -2.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7977    0.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    2.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7977    2.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122    1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122    2.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  9  1  0
  1 10  1  0
  4 15  1  0
  5 18  2  0
  6 18  1  0
  7 20  2  0
  8 20  1  0
  9 12  1  0
 10 13  1  0
 10 14  2  0
 11 13  2  0
 11 15  1  0
 11 18  1  0
 12 16  1  0
 12 19  2  0
 14 17  1  0
 15 17  2  0
 16 20  1  0
 16 21  2  0
 19 22  1  0
 21 23  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1327774

   5-[(2-Carboxyphenyl)sulfamoyl]-2-hydroxybenzoic acid

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: 337.31

Molecular Weight (Monoisotopic): 337.0256

AlogP: 1.59

#Rotatable Bonds: 5

Polar Surface Area: 141.00

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.42

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: -4.57

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.11

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. 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(2):

• Scientific Literature
• PubChem BioAssays