2-(benzo[c][1,2,5]thiadiazole-7-sulfonamido)-5-bromobenzoic acid

ID: ALA378442

Cas Number: 312742-11-3

PubChem CID: 1042891

Max Phase: Preclinical

Molecular Formula: C13H8BrN3O4S2

Molecular Weight: 414.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Br)ccc1NS(=O)(=O)c1cccc2nsnc12

Standard InChI:  InChI=1S/C13H8BrN3O4S2/c14-7-4-5-9(8(6-7)13(18)19)17-23(20,21)11-3-1-2-10-12(11)16-22-15-10/h1-6,17H,(H,18,19)

Standard InChI Key:  ZFMGFZJIHDSKHL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.2353    0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496   -0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6654    0.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6628    0.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759    1.3756    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917    0.9655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540    1.9613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7905    1.9613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8047    1.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2305    1.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2282    2.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5074    2.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7976    2.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5184    0.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8038   -0.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2328   -0.2753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9407    2.6216    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2364    0.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7743    2.1707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    2.2552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    1.5053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  4  5  1  0
 11 12  2  0
 19  1  1  0
 12 13  1  0
  5  6  1  0
 13 14  2  0
 14  9  1  0
  2  3  1  0
  5  7  2  0
 15 16  1  0
 15 17  2  0
 10 15  1  0
  5  8  2  0
 12 18  1  0
 19 20  1  0
  3  4  2  0
  6  9  1  0
  4 20  1  0
  9 10  2  0
  1  2  2  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA378442

   2-(2,1,3-Benzothiadiazole-4-sulfonamido)-5-bromobenzoic 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: 414.26

Molecular Weight (Monoisotopic): 412.9140

AlogP: 2.95

#Rotatable Bonds: 4

Polar Surface Area: 109.25

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.87

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: -0.64

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -2.17

References

1. Kawai M, BaMaung NY, Fidanze SD, Erickson SA, Tedrow JS, Sanders WJ, Vasudevan A, Park C, Hutchins C, Comess KM, Kalvin D, Wang J, Zhang Q, Lou P, Tucker-Garcia L, Bouska J, Bell RL, Lesniewski R, Henkin J, Sheppard GS..  (2006)  Development of sulfonamide compounds as potent methionine aminopeptidase type II inhibitors with antiproliferative properties.,  16  (13): [PMID:16632353] [10.1016/j.bmcl.2006.03.085]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays