SID49646787

ID: ALA1736078

PubChem CID: 921980

Max Phase: Preclinical

Molecular Formula: C18H16N2O3

Molecular Weight: 308.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2c[nH]nc2-c2cc(C)ccc2O)cc1

Standard InChI:  InChI=1S/C18H16N2O3/c1-11-3-8-16(21)14(9-11)17-15(10-19-20-17)18(22)12-4-6-13(23-2)7-5-12/h3-10,21H,1-2H3,(H,19,20)

Standard InChI Key:  QVWZXAOOBBOTKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.3243    1.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3769    1.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -1.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3604   -0.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    0.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4959    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8828    0.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6624    2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5354   -0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335    2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335    3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6624    3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -0.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479    3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -0.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5149   -0.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4412   -1.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190    3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -1.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  2 11  1  0
  3 19  1  0
  3 23  1  0
  4  5  1  0
  4  6  2  0
  5 12  1  0
  6  7  1  0
  6  8  1  0
  7  9  1  0
  7 12  2  0
  8 11  1  0
  8 13  2  0
  9 10  1  0
 10 16  2  0
 10 17  1  0
 11 15  2  0
 13 14  1  0
 14 18  2  0
 14 22  1  0
 15 18  1  0
 16 20  1  0
 17 21  2  0
 19 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1736078

   [5-(2-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl]-(4-methoxyphenyl)methanone

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: 308.34

Molecular Weight (Monoisotopic): 308.1161

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 75.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: 1.58

CX LogP: 3.82

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -0.69

References

1. PubChem BioAssay data set, 

2. 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