6-((4-Fluorophenyl)(piperidin-1-yl)methyl)-2,3-dihydro-1H-inden-5-ol

ID: ALA4776561

PubChem CID: 162643598

Max Phase: Preclinical

Molecular Formula: C21H24FNO

Molecular Weight: 325.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc2c(cc1C(c1ccc(F)cc1)N1CCCCC1)CCC2

Standard InChI:  InChI=1S/C21H24FNO/c22-18-9-7-15(8-10-18)21(23-11-2-1-3-12-23)19-13-16-5-4-6-17(16)14-20(19)24/h7-10,13-14,21,24H,1-6,11-12H2

Standard InChI Key:  NUDOUHHYOQUTRX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   14.7775   -8.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2577   -9.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7775  -10.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0003   -9.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2953  -10.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5862   -9.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5862   -9.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2953   -8.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0003   -9.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8771  -10.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8771   -8.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8771   -7.8753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1722   -7.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1722   -6.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8771   -6.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5862   -6.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5862   -7.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1722   -9.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1722   -9.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631  -10.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7540   -9.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7540   -9.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631   -8.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0490  -10.3269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
  7 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776561

   ---

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: 325.43

Molecular Weight (Monoisotopic): 325.1842

AlogP: 4.60

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.50

CX Basic pKa: 9.59

CX LogP: 4.69

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -0.64

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