SID85201008

ID: ALA1718182

PubChem CID: 781202

Max Phase: Preclinical

Molecular Formula: C15H12N2O

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1-c1cc(-c2ccccc2)[nH]n1

Standard InChI:  InChI=1S/C15H12N2O/c18-15-9-5-4-8-12(15)14-10-13(16-17-14)11-6-2-1-3-7-11/h1-10,18H,(H,16,17)

Standard InChI Key:  CKBNRZCPFRLDPR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   -1.2585   -0.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -2.1362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -2.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704   -1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -2.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -2.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270   -3.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8849   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3915   -4.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -3.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8849    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764   -5.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0324   -4.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6969   -4.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  2  3  1  0
  2  4  2  0
  3  6  1  0
  4  5  1  0
  4  7  1  0
  5  9  1  0
  5 10  2  0
  6  7  2  0
  6  8  1  0
  8 12  2  0
  8 13  1  0
  9 11  2  0
 10 14  1  0
 11 15  1  0
 12 16  1  0
 13 17  2  0
 14 15  2  0
 16 18  2  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1718182

   2-(5-phenyl-1H-pyrazol-3-yl)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: 236.27

Molecular Weight (Monoisotopic): 236.0950

AlogP: 3.45

#Rotatable Bonds: 2

Polar Surface Area: 48.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.07

CX Basic pKa: 2.24

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: -0.94

References

1. PubChem BioAssay data set, 

2. Catarzi D, Colotta V, Varano F, Poli D, Squarcialupi L, Filacchioni G, Varani K, Vincenzi F, Borea PA, Dal Ben D, Lambertucci C, Cristalli G..  (2013)  Pyrazolo[1,5-c]quinazoline derivatives and their simplified analogues as adenosine receptor antagonists: synthesis, structure-affinity relationships and molecular modeling studies.,  21  (1): [PMID:23171656] [10.1016/j.bmc.2012.10.031]

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]

4. Cui CY, Liu J, Zheng HB, Jin XY, Zhao XY, Chang WQ, Sun B, Lou HX..  (2018)  Diversity-oriented synthesis of pyrazoles derivatives from flavones and isoflavones leads to the discovery of promising reversal agents of fluconazole resistance in Candida albicans.,  28  (9): [PMID:29606575] [10.1016/j.bmcl.2018.03.066]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays