4-hydroxy-6-(4-(trifluoromethyl)phenethyl)pyridazin-3(2H)-one

ID: ALA2338801

Cas Number: 1425511-32-5

PubChem CID: 71270546

Max Phase: Phase

Molecular Formula: C13H11F3N2O2

Molecular Weight: 284.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Luvadaxistat | Tak-831 | TAK-831 | TAK831 | Luvadaxistat|TAK-831|Luvadaxistat [USAN]|76IC00YRVR|UNII-76IC00YRVR|TAK831|1425511-32-5|CHEMBL2338801|WHO 11254|3(2H)-Pyridazinone, 4-hydroxy-6-(2-(4-(trifluoromethyl)phenyl)ethyl)-|4-Hydroxy-6-(2-(4-(trifluoromethyl)phenyl)ethyl)pyridazin-3(2H)-one|4-Hydroxy-6-{2-[4-(trifluoromethyl)phenyl]ethyl}pyridazin-3(2H)-one|LUVADAXISTAT [INN]|LUVADAXISTAT [WHO-DD]|LUVADAXISTAT; TAK-831|SCHEMBL14719667|BDBM50431085|AKOS040756761|AT32834|HY-109183|CS-0116454|4-HShow More⌵

Canonical SMILES:  O=c1[nH]nc(CCc2ccc(C(F)(F)F)cc2)cc1O

Standard InChI:  InChI=1S/C13H11F3N2O2/c14-13(15,16)9-4-1-8(2-5-9)3-6-10-7-11(19)12(20)18-17-10/h1-2,4-5,7H,3,6H2,(H,17,19)(H,18,20)

Standard InChI Key:  QBQMUMMSYHUDFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    8.9069   -6.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6214   -6.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3358   -6.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0503   -6.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0503   -7.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7648   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7648   -8.6870    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4792   -8.2745    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4792   -7.4495    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3358   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6214   -7.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1924   -6.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4780   -6.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4780   -5.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635   -4.9745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -5.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3346   -4.9745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -6.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3346   -6.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635   -6.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
 10  5  2  0
 11 10  1  0
  2 11  2  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 18 16  1  0
 18 19  1  0
 20 18  2  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2338801

   LUVADAXISTAT

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.24

Molecular Weight (Monoisotopic): 284.0773

AlogP: 2.28

#Rotatable Bonds: 3

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: 7.89

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -0.85

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]

2.  (2015)  Dihydroxy aromatic heterocyclic compound, 

3.  (2016)  Pyridazinone compounds and their use as DAAO inhibitors, 

4. Unpublished dataset, 

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• BindingDB Database