(E)-1-(3-bromophenyl)-4-(2-oxoindolin-3-ylidene)pyrazolidine-3,5-dione

ID: ALA5285802

Max Phase: Preclinical

Molecular Formula: C17H10BrN3O3

Molecular Weight: 384.19

Names and Identifiers

Canonical SMILES:  O=C1NN(c2cccc(Br)c2)C(=O)/C1=C1/C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C17H10BrN3O3/c18-9-4-3-5-10(8-9)21-17(24)14(16(23)20-21)13-11-6-1-2-7-12(11)19-15(13)22/h1-8H,(H,19,22)(H,20,23)/b14-13+

Standard InChI Key:  OHJHTYUYGIQFIJ-BUHFOSPRSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.1454  -28.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8127  -29.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4813  -28.5216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2261  -27.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020  -27.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7100  -27.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619  -28.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4311  -29.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2144  -29.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8293  -29.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6554  -28.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723  -28.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3603  -28.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169  -27.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3844  -30.6477    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.8324  -26.2879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877  -27.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997  -25.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650  -26.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157  -25.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023  -25.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3321  -24.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5840  -24.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6039  -27.7404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  1 13  2  0
  5 14  2  0
  9 15  1  0
 14 19  1  0
 18 16  1  0
 16 17  1  0
 17 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 17 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285802

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 384.19

Molecular Weight (Monoisotopic): 382.9906

AlogP: 2.23

#Rotatable Bonds: 1

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.79

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 1.61

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.66

References

1. Goeckeler-Fried JL, Aldrin Denny R, Joshi D, Hill C, Larsen MB, Chiang AN, Frizzell RA, Wipf P, Sorscher EJ, Brodsky JL..  (2021)  Improved correction of F508del-CFTR biogenesis with a folding facilitator and an inhibitor of protein ubiquitination.,  48  [PMID:34246753] [10.1016/j.bmcl.2021.128243]

Source

Source(1):

• Scientific Literature