SID49646656

ID: ALA1370300

Cas Number: 313362-17-3

PubChem CID: 781225

Max Phase: Preclinical

Molecular Formula: C16H13FN2O2

Molecular Weight: 284.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(-c2cc(-c3ccc(F)cc3)[nH]n2)c1

Standard InChI:  InChI=1S/C16H13FN2O2/c1-21-12-6-7-16(20)13(8-12)15-9-14(18-19-15)10-2-4-11(17)5-3-10/h2-9,20H,1H3,(H,18,19)

Standard InChI Key:  GMUNLEHOPQJWRQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -3.8483   -4.3091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9250    0.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671    2.1052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8286   -0.8547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836   -1.6393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961   -0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961    0.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086   -1.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635   -0.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2105    0.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3935   -2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    0.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816    1.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2105    1.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961    2.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0579   -3.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3633   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -3.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -2.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671    2.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  2 10  1  0
  3 13  1  0
  3 21  1  0
  4  5  1  0
  4  6  2  0
  5  8  1  0
  6  7  1  0
  6  9  1  0
  7 10  1  0
  7 12  2  0
  8  9  2  0
  8 11  1  0
 10 14  2  0
 11 16  2  0
 11 17  1  0
 12 13  1  0
 13 15  2  0
 14 15  1  0
 16 19  1  0
 17 20  2  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1370300

   2-[5-(4-fluorophenyl)-1H-pyrazol-3-yl]-4-methoxy-phenol

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: 284.29

Molecular Weight (Monoisotopic): 284.0961

AlogP: 3.60

#Rotatable Bonds: 3

Polar Surface Area: 58.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.03

CX Basic pKa: 2.19

CX LogP: 3.56

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.14

References

1. PubChem BioAssay data set, 

2. Fullam E, Talbot J, Abuhammed A, Westwood I, Davies SG, Russell AJ, Sim E..  (2013)  Design, synthesis and structure-activity relationships of 3,5-diaryl-1H-pyrazoles as inhibitors of arylamine N-acetyltransferase.,  23  (9): [PMID:23518278] [10.1016/j.bmcl.2013.02.052]

3. Armstrong MM, Freedman CJ, Jung JE, Zheng Y, Kalyanaraman C, Jacobson MP, Simeonov A, Maloney DJ, van Leyen K, Jadhav A, Holman TR..  (2016)  A potent and selective inhibitor targeting human and murine 12/15-LOX.,  24  (6): [PMID:26899595] [10.1016/j.bmc.2016.01.042]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays