4-((5-(3-bromophenyl)furan-2-yl)methylene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one

ID: ALA4528667

PubChem CID: 6504898

Max Phase: Preclinical

Molecular Formula: C21H15BrN2O2

Molecular Weight: 407.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=NN(c2ccccc2)C(=O)/C1=C/c1ccc(-c2cccc(Br)c2)o1

Standard InChI:  InChI=1S/C21H15BrN2O2/c1-14-19(21(25)24(23-14)17-8-3-2-4-9-17)13-18-10-11-20(26-18)15-6-5-7-16(22)12-15/h2-13H,1H3/b19-13+

Standard InChI Key:  WPCPAFKAGCJQKS-CPNJWEJPSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   26.7929   -4.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7393   -6.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2885   -7.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0752   -7.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3544   -6.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1340   -6.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3000   -6.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3108   -8.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3125   -9.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4380   -8.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1827   -5.8133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1791   -5.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8916   -9.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8917   -7.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8479   -6.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5911   -7.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5218   -6.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1027   -7.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6287   -6.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8939   -8.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1879   -7.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5727   -5.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6006   -9.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6011   -7.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7702   -7.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5993  -10.3991    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 12  5  1  0
  4 14  1  0
 23  9  2  0
 25 16  1  0
 20 13  2  0
  8 24  2  0
 21 20  1  0
 15 19  1  0
 16 15  1  0
 25  3  2  0
 21 18  2  0
 14 10  1  0
 17  2  1  0
  1 12  2  0
 24 20  1  0
 17 25  1  0
  5  6  2  0
 18  7  1  0
  9  8  1  0
  7 14  2  0
 13 23  1  0
 22  1  1  0
 16  4  2  0
 10 21  1  0
 15 11  2  0
  6  2  1  0
 11 17  1  0
  2 22  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528667

   (4E)-4-[[5-(3-bromophenyl)furan-2-yl]methylidene]-5-methyl-2-phenylpyrazol-3-one

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: 407.27

Molecular Weight (Monoisotopic): 406.0317

AlogP: 5.52

#Rotatable Bonds: 3

Polar Surface Area: 45.81

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.50

References

1. Hayes KE, Batsomboon P, Chen WC, Johnson BD, Becker A, Eschrich S, Yang Y, Robart AR, Dudley GB, Geldenhuys WJ, Hazlehurst LA..  (2019)  Inhibition of the FAD containing ER oxidoreductin 1 (Ero1) protein by EN-460 as a strategy for treatment of multiple myeloma.,  27  (8): [PMID:30850265] [10.1016/j.bmc.2019.02.016]

Source

Source(1):

• Scientific Literature