SID26665238

ID: ALA1402420

Cas Number: 27199-40-2

PubChem CID: 65758

Max Phase: Phase

Molecular Formula: C13H8ClN3O

Molecular Weight: 257.68

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-305743 | RI-64 | Pifexole|27199-40-2|Udarnol|Pifexole [INN]|RI-64|5-(2-chlorophenyl)-3-pyridin-4-yl-1,2,4-oxadiazole|RJ-64|3-(4-Pyridyl)-5-(2-chlorophenyl)-1,2,4-oxadiazole|NSC305743|NSC-305743|MLS000757048|4-(5-(o-Chlorophenyl)-1,2,4-oxadiazol-3-yl)pyridine|4-[5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl]pyridine|36DL76CZNI|1,2,4-Oxadiazole, 5-(2-chlorophenyl)-3-(4-pyridyl)-|Pyridine, 4-(5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl)-|DTXSID6045117|RJ 64|NCGC00014684-03|Pyridine, 4-(5-(o-chlorophenyl)Show More⌵

Canonical SMILES:  Clc1ccccc1-c1nc(-c2ccncc2)no1

Standard InChI:  InChI=1S/C13H8ClN3O/c14-11-4-2-1-3-10(11)13-16-12(17-18-13)9-5-7-15-8-6-9/h1-8H

Standard InChI Key:  YXVGPSQAIBDQJD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    0.1792    0.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5208    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2167    2.0875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417    1.6833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1208    1.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000   -1.9792    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4125    0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375    2.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3375    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3375    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -2.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  2  0
  5  2  1  0
  6  2  1  0
  7  5  2  0
  8  3  1  0
  9 13  2  0
 10  7  1  0
 11  5  1  0
 12 14  2  0
 13 15  1  0
 14  8  1  0
 15  8  2  0
 16  7  1  0
 17 11  2  0
 18 17  1  0
  6  4  1  0
 12  9  1  0
 16 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1402420

   PIFEXOLE

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: 257.68

Molecular Weight (Monoisotopic): 257.0356

AlogP: 3.45

#Rotatable Bonds: 2

Polar Surface Area: 51.81

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.65

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -2.01

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

8. PubChem BioAssay data set, 

9. PubChem BioAssay data set, 

10. PubChem BioAssay data set, 

11. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]

Source

Source(3):

• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names
• CO-ADD antimicrobial screening data