3-(4-((5-(1,3-dioxoisoindolin-5-yl)furan-2-yl)methylene)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid

ID: ALA4532859

PubChem CID: 29998963

Max Phase: Preclinical

Molecular Formula: C24H15N3O6

Molecular Weight: 441.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=NN(c2cccc(C(=O)O)c2)C(=O)/C1=C\c1ccc(-c2ccc3c(c2)C(=O)NC3=O)o1

Standard InChI:  InChI=1S/C24H15N3O6/c1-12-18(23(30)27(26-12)15-4-2-3-14(9-15)24(31)32)11-16-6-8-20(33-16)13-5-7-17-19(10-13)22(29)25-21(17)28/h2-11H,1H3,(H,31,32)(H,25,28,29)/b18-11-

Standard InChI Key:  OIBIFHKPFFYFJD-WQRHYEAKSA-N

Molfile:  

 
     RDKit          2D

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   34.6895  -14.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0925  -15.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9121  -15.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8669  -14.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6037  -14.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5985  -15.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3782  -15.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9303  -15.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1858  -15.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0147  -14.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1984  -14.4243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8613  -15.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   31.5685  -13.9060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   37.2057  -13.7993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4622  -13.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7935  -13.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2083  -13.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8048  -12.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9826  -12.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5656  -12.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9756  -13.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7443  -12.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3376  -12.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3337  -13.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7347  -15.1580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2910  -12.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4631  -16.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4 18  1  0
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  5  6  2  0
  6  7  1  0
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  8  9  1  0
  9  5  1  0
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 20 21  1  0
 21 17  1  0
 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 13 22  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 19 31  2  0
 21 32  2  0
 15 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532859

   3-[(4Z)-4-[[5-(1,3-dioxoisoindol-5-yl)furan-2-yl]methylidene]-3-methyl-5-oxopyrazol-1-yl]benzoic acid

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: 441.40

Molecular Weight (Monoisotopic): 441.0961

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 129.28

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.87

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: -0.70

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.07

References

1. Wang Y, Dou X, Jiang L, Jin H, Zhang L, Zhang L, Liu Z..  (2019)  Discovery of novel glycogen synthase kinase-3α inhibitors: Structure-based virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia.,  171  [PMID:30925338] [10.1016/j.ejmech.2019.03.039]

Source

Source(1):

• Scientific Literature