5-((4-Fluorophenyl)(piperidin-1-yl)methyl)benzo[d]thiazol-4-ol

ID: ALA4777232

PubChem CID: 162643099

Max Phase: Preclinical

Molecular Formula: C19H19FN2OS

Molecular Weight: 342.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1c(C(c2ccc(F)cc2)N2CCCCC2)ccc2scnc12

Standard InChI:  InChI=1S/C19H19FN2OS/c20-14-6-4-13(5-7-14)18(22-10-2-1-3-11-22)15-8-9-16-17(19(15)23)21-12-24-16/h4-9,12,18,23H,1-3,10-11H2

Standard InChI Key:  SNYOBMWQZCENBI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   14.8477  -12.3924    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3319  -11.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8477  -11.0700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0704  -11.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0704  -12.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3655  -12.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6564  -12.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6564  -11.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3655  -10.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3655  -10.0989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514  -10.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423  -11.3246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5333  -10.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8242  -11.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8242  -12.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5333  -12.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423  -12.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514  -10.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6564   -9.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6564   -8.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514   -8.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423   -8.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423   -9.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514   -7.6473    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  5  6  2  0
  9 10  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
 11 12  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 21 24  1  0
 11 18  1  0
  8 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777232

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.44

Molecular Weight (Monoisotopic): 342.1202

AlogP: 4.72

#Rotatable Bonds: 3

Polar Surface Area: 36.36

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.18

CX Basic pKa: 9.15

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.28

References

1. Shergalis A,Xue D,Gharbia FZ,Driks H,Shrestha B,Tanweer A,Cromer K,Ljungman M,Neamati N.  (2020)  Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.,  63  (18): [PMID:32830969] [10.1021/acs.jmedchem.0c00728]

Source

Source(1):

• Scientific Literature