2-(5-(2-chlorophenyl)-1H-pyrazol-3-yl)-4-methoxyphenol

ID: ALA209699

PubChem CID: 781243

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O2

Molecular Weight: 300.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(-c2cc(-c3ccccc3Cl)[nH]n2)c1

Standard InChI:  InChI=1S/C16H13ClN2O2/c1-21-10-6-7-16(20)12(8-10)15-9-14(18-19-15)11-4-2-3-5-13(11)17/h2-9,20H,1H3,(H,18,19)

Standard InChI Key:  PKSOTLMRJPMQCC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -5.0593    1.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0604    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3457    0.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6294    0.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322    1.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3475    2.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236   -0.2589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -0.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1604    0.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7867    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3677   -0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4564   -0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8624    0.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    1.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844    1.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3459   -0.2652    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -1.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    1.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659    1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11  7  2  0
  4  7  1  0
  5  6  1  0
  6  1  2  0
 12 13  2  0
  8  9  1  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
  3  4  1  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 12  1  0
  4  5  2  0
  3 18  1  0
  2  3  2  0
 13 19  1  0
  7  8  1  0
 16 20  1  0
  9 10  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA209699

   2-[5-(2-Chloro-phenyl)-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: 300.75

Molecular Weight (Monoisotopic): 300.0666

AlogP: 4.11

#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: 2.03

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.01

References

1. Kim ND, Yoon J, Kim JH, Lee JT, Chon YS, Hwang MK, Ha I, Song WJ..  (2006)  Putative therapeutic agents for the learning and memory deficits of people with Down syndrome.,  16  (14): [PMID:16698266] [10.1016/j.bmcl.2006.04.042]

2. PubChem BioAssay data set, 

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