4-((4-Fluorophenyl)(piperidin-1-yl)methyl)-1H-indazol-5-ol

ID: ALA4776190

PubChem CID: 162643640

Max Phase: Preclinical

Molecular Formula: C19H20FN3O

Molecular Weight: 325.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc2[nH]ncc2c1C(c1ccc(F)cc1)N1CCCCC1

Standard InChI:  InChI=1S/C19H20FN3O/c20-14-6-4-13(5-7-14)19(23-10-2-1-3-11-23)18-15-12-21-22-16(15)8-9-17(18)24/h4-9,12,19,24H,1-3,10-11H2,(H,21,22)

Standard InChI Key:  TXEWFPSKHMOWRP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   14.8522  -10.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5242  -10.0097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -10.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5397  -10.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8271  -11.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8243  -12.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5299  -12.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2383  -12.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2411  -11.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1118  -12.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1215  -10.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4131  -11.2826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7075  -10.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9950  -11.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9922  -12.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6978  -12.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4062  -12.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1284  -10.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8369   -9.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8438   -8.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1382   -8.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4256   -8.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4228   -9.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1410   -7.6113    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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  6 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
  5 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776190

   ---

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: 325.39

Molecular Weight (Monoisotopic): 325.1590

AlogP: 3.98

#Rotatable Bonds: 3

Polar Surface Area: 52.15

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.68

CX Basic pKa: 9.62

CX LogP: 2.46

CX LogD: 2.10

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.32

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