(E)-5-(4-((5-(3-azidophenyl)furan-2-yl)methylene)-5-oxo-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-1-yl)-2-chlorobenzoic acid

ID: ALA4589116

PubChem CID: 155567903

Max Phase: Preclinical

Molecular Formula: C22H11ClF3N5O4

Molecular Weight: 501.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=Nc1cccc(-c2ccc(/C=C3/C(=O)N(c4ccc(Cl)c(C(=O)O)c4)N=C3C(F)(F)F)o2)c1

Standard InChI:  InChI=1S/C22H11ClF3N5O4/c23-17-6-4-13(9-15(17)21(33)34)31-20(32)16(19(29-31)22(24,25)26)10-14-5-7-18(35-14)11-2-1-3-12(8-11)28-30-27/h1-10H,(H,33,34)/b16-10+

Standard InChI Key:  VCSVVNFGURGPNF-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

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    5.3323  -12.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867  -11.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238  -11.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650  -11.5101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0340  -12.9473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4515  -13.5406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1547  -13.9459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586  -10.5038    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5030  -12.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3695  -11.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0770  -11.0328    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0865  -11.7255    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6792  -10.4658    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  5 12  1  0
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  9 18  1  0
  1 24  2  0
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 16 29  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  3 32  1  0
M  CHG  2  26   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4589116

   ---

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: 501.81

Molecular Weight (Monoisotopic): 501.0452

AlogP: 6.59

#Rotatable Bonds: 5

Polar Surface Area: 131.87

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.86

CX Basic pKa: ┄

CX LogP: 6.02

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.18

Np Likeness Score: -1.38

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