4-((2-(5-hydroxy-6-methyl-1,2,4-triazin-3-yl)hydrazinyl)methylene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one

ID: ALA4241062

PubChem CID: 135615984

Max Phase: Preclinical

Molecular Formula: C15H15N7O2

Molecular Weight: 325.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(c2ccccc2)C(=O)/C1=C/NNc1nnc(C)c(O)n1

Standard InChI:  InChI=1S/C15H15N7O2/c1-9-12(8-16-19-15-17-13(23)10(2)18-20-15)14(24)22(21-9)11-6-4-3-5-7-11/h3-8,16H,1-2H3,(H2,17,19,20,23)/b12-8+

Standard InChI Key:  QXFKEPHBURJYFT-XYOKQWHBSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.5252  -12.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5241  -13.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2321  -13.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9418  -13.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9389  -12.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2303  -12.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6447  -12.1872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3925  -12.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9370  -11.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5257  -11.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7271  -11.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1177  -10.8297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7529  -11.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8552  -10.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6704  -10.4501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0762   -9.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8934   -9.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3010  -10.4454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1174  -10.4426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5240   -9.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1083   -9.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2932   -9.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3412   -9.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5116   -8.3136    0.0000 O   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
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4241062

   ---

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: 325.33

Molecular Weight (Monoisotopic): 325.1287

AlogP: 1.11

#Rotatable Bonds: 4

Polar Surface Area: 115.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.84

CX Basic pKa: 7.59

CX LogP: 1.16

CX LogD: 0.76

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.85

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