(E)-6-(4-chlorostyryl)-4-hydroxypyridazin-3(2H)-one

ID: ALA2338791

PubChem CID: 71655534

Max Phase: Preclinical

Molecular Formula: C12H9ClN2O2

Molecular Weight: 248.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]nc(/C=C/c2ccc(Cl)cc2)cc1O

Standard InChI:  InChI=1S/C12H9ClN2O2/c13-9-4-1-8(2-5-9)3-6-10-7-11(16)12(17)15-14-10/h1-7H,(H,14,16)(H,15,17)/b6-3+

Standard InChI Key:  QONXDCNKLRKZKF-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   38.3502   -8.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3502   -9.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0596   -9.5091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7690   -9.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7690   -8.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0596   -7.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4803   -9.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4821   -7.8727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6372   -7.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9265   -8.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2176   -7.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2192   -7.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5070   -6.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7954   -7.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8004   -7.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5132   -8.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0818   -6.6552    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  5  8  1  0
  1  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2338791

   6-[(E)-2-(4-chlorophenyl)vinyl]-4-hydroxypyridazin-3(2H)-one

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: 248.67

Molecular Weight (Monoisotopic): 248.0353

AlogP: 2.30

#Rotatable Bonds: 2

Polar Surface Area: 65.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.40

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: -0.55

References

1. Hondo T, Warizaya M, Niimi T, Namatame I, Yamaguchi T, Nakanishi K, Hamajima T, Harada K, Sakashita H, Matsumoto Y, Orita M, Takeuchi M..  (2013)  4-Hydroxypyridazin-3(2H)-one derivatives as novel D-amino acid oxidase inhibitors.,  56  (9): [PMID:23566269] [10.1021/jm400095b]

Source

Source(1):

• Scientific Literature