4-(1-ethylquinolin-2(1H)-ylidene)-1-phenyl-3-(phenylamino)-1H-pyrazol-5(4H)-one

ID: ALA4240937

PubChem CID: 135492608

Max Phase: Preclinical

Molecular Formula: C26H22N4O

Molecular Weight: 406.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1/C(=C2\C(=O)N(c3ccccc3)N=C2Nc2ccccc2)C=Cc2ccccc21

Standard InChI:  InChI=1S/C26H22N4O/c1-2-29-22-16-10-9-11-19(22)17-18-23(29)24-25(27-20-12-5-3-6-13-20)28-30(26(24)31)21-14-7-4-8-15-21/h3-18H,2H2,1H3,(H,27,28)/b24-23-

Standard InChI Key:  LUUCQXGRDYPNRB-VHXPQNKSSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   34.6178  -12.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6166  -13.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3288  -13.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0426  -13.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0398  -12.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3270  -12.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7497  -12.2615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5016  -12.5910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0502  -11.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6348  -11.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8320  -11.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2185  -10.8957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8702  -11.9772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9643  -10.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7787  -10.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1127   -9.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4774   -9.8608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8113   -9.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6281   -9.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9624   -8.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4769   -7.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6574   -7.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3309   -8.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6610   -9.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1730   -9.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2791  -12.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8685  -13.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2767  -14.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0989  -14.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5112  -13.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0965  -12.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  5  7  1  0
 11 12  2  0
  9 13  1  0
 10 14  2  0
 14 15  1  0
 14 17  1  0
 15 16  2  0
 16 19  1  0
 18 17  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  1  0
 24 25  1  0
 13 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4240937

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.49

Molecular Weight (Monoisotopic): 406.1794

AlogP: 5.27

#Rotatable Bonds: 3

Polar Surface Area: 47.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.83

References

1. Hajdú I, Kardos J, Major B, Fabó G, Lőrincz Z, Cseh S, Dormán G..  (2018)  Inhibition of the LOX enzyme family members with old and new ligands. Selectivity analysis revisited.,  28  (18): [PMID:30098867] [10.1016/j.bmcl.2018.07.001]

Source

Source(1):

• Scientific Literature