6-(Piperidin-1-yl(4-(trifluoromethyl)phenyl)methyl)benzofuran-7-ol

ID: ALA4753733

PubChem CID: 162653643

Max Phase: Preclinical

Molecular Formula: C21H20F3NO2

Molecular Weight: 375.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1c(C(c2ccc(C(F)(F)F)cc2)N2CCCCC2)ccc2ccoc12

Standard InChI:  InChI=1S/C21H20F3NO2/c22-21(23,24)16-7-4-14(5-8-16)18(25-11-2-1-3-12-25)17-9-6-15-10-13-27-20(15)19(17)26/h4-10,13,18,26H,1-3,11-12H2

Standard InChI Key:  UQOORHXLHLDATJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.9466   -6.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5380   -5.9124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8332  -10.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3132  -10.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8288  -11.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0532  -11.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0544  -10.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3415  -11.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6351  -11.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6403  -10.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3479   -9.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3532   -9.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9339   -9.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9391   -9.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6467   -8.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6520   -7.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9455   -7.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2338   -7.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2327   -8.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2263  -10.2984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5198   -9.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8081  -10.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8070  -11.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5135  -11.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2210  -11.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584   -6.2159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  4  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  8 12  2  0
  7  9  2  0
 12 13  1  0
 15 16  1  0
 16 17  2  0
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 18 19  2  0
 19 20  1  0
 15 20  2  0
 14 15  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
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 11 14  1  0
 18  2  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753733

   ---

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: 375.39

Molecular Weight (Monoisotopic): 375.1446

AlogP: 5.73

#Rotatable Bonds: 3

Polar Surface Area: 36.61

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.05

CX Basic pKa: 9.76

CX LogP: 4.00

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -0.39

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