2-bromo-5-(N-(2-carboxylatophenyl)sulfamoyl)benzoate

ID: ALA1800324

Cas Number: 37088-38-3

PubChem CID: 1118419

Max Phase: Preclinical

Molecular Formula: C14H10BrNO6S

Molecular Weight: 400.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(S(=O)(=O)Nc2ccccc2C(=O)O)ccc1Br

Standard InChI:  InChI=1S/C14H10BrNO6S/c15-11-6-5-8(7-10(11)14(19)20)23(21,22)16-12-4-2-1-3-9(12)13(17)18/h1-7,16H,(H,17,18)(H,19,20)

Standard InChI Key:  WAONMNLMUJUFDC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.3604  -10.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5850  -10.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0620   -9.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390  -10.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3143   -9.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1121  -10.3855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152  -11.0944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418  -11.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662  -11.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3920  -11.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921  -11.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359  -10.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1327   -9.5555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138  -10.3663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876  -11.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2070  -11.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1640  -12.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3374  -12.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5897  -13.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073  -10.2309    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4218   -8.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9564   -8.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1801   -8.9508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  1 12  2  0
 12  8  1  0
  4  6  1  0
  6 13  2  0
 15  4  1  0
  6 14  2  0
 15 16  2  0
  6  7  1  0
  4  5  2  0
  7  8  1  0
  2 16  1  0
  8  9  2  0
 17 18  1  0
 17 19  2  0
  9 17  1  0
  2  3  2  0
  2 20  1  0
  9 10  1  0
  3  5  1  0
 10 11  2  0
 21 22  1  0
 21 23  2  0
  3 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1800324

   2-Bromo-5-[(2-carboxyphenyl)sulfamoyl]benzoic 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: 400.21

Molecular Weight (Monoisotopic): 398.9412

AlogP: 2.65

#Rotatable Bonds: 5

Polar Surface Area: 120.77

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.88

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: -4.16

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.45

References

1. Yu ZH, Chen L, Wu L, Liu S, Wang L, Zhang ZY..  (2011)  Small molecule inhibitors of SHP2 tyrosine phosphatase discovered by virtual screening.,  21  (14): [PMID:21669525] [10.1016/j.bmcl.2011.05.078]

2. 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