4,5,6,7-tetrabromo-2-(1H-imidazol-2-yl)isoindoline-1,3-dione

ID: ALA4795076

PubChem CID: 126843228

Max Phase: Preclinical

Molecular Formula: C11H3Br4N3O2

Molecular Weight: 528.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2c(Br)c(Br)c(Br)c(Br)c2C(=O)N1c1ncc[nH]1

Standard InChI:  InChI=1S/C11H3Br4N3O2/c12-5-3-4(6(13)8(15)7(5)14)10(20)18(9(3)19)11-16-1-2-17-11/h1-2H,(H,16,17)

Standard InChI Key:  ZQXVUBDNHQEMGO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    7.6148   -8.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6136   -9.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3281  -10.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3263   -8.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0412   -8.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0460   -9.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8330   -9.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3147   -9.2382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8252   -8.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3238   -7.5993    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.9007   -8.4242    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.8993  -10.0749    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.3291  -10.9003    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.0755   -7.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0924  -10.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1403   -9.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6289   -9.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4116   -9.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4067   -8.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6211   -8.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  9 14  2  0
  7 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
  8 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795076

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 528.78

Molecular Weight (Monoisotopic): 524.6959

AlogP: 4.26

#Rotatable Bonds: 1

Polar Surface Area: 66.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.11

CX Basic pKa: 2.90

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.34

Np Likeness Score: -0.36

References

1. Němec V,Maier L,Berger BT,Chaikuad A,Drápela S,Souček K,Knapp S,Paruch K.  (2021)  Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core.,  215  [PMID:33636538] [10.1016/j.ejmech.2021.113299]

2.  (2022)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomis Library 2 (Incucyte),  [10.6019/CHEMBL5058564]

3. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

4. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library