(4-((2-((Bis(4-fluorophenyl)methyl)thio)ethyl)amino)piperidin-1-yl)(4-fluorophenyl)methanone

ID: ALA4741279

PubChem CID: 142590701

Max Phase: Preclinical

Molecular Formula: C27H27F3N2OS

Molecular Weight: 484.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)cc1)N1CCC(NCCSC(c2ccc(F)cc2)c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C27H27F3N2OS/c28-22-7-1-19(2-8-22)26(20-3-9-23(29)10-4-20)34-18-15-31-25-13-16-32(17-14-25)27(33)21-5-11-24(30)12-6-21/h1-12,25-26,31H,13-18H2

Standard InChI Key:  UUROQRRZHCJWGK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.9767  -19.0517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0979  -17.8226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8050  -17.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5133  -17.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8037  -16.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5106  -18.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.6351  -19.0397    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 18  1  0
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 12 20  1  0
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 24 25  1  0
 24 26  1  0
 25 27  1  0
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 27 29  2  0
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 31 32  1  0
 32 33  2  0
 33 27  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741279

   ---

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: 484.59

Molecular Weight (Monoisotopic): 484.1796

AlogP: 5.82

#Rotatable Bonds: 8

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.03

CX LogP: 5.44

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.01

References

1. Giancola JB,Bonifazi A,Cao J,Ku T,Haraczy AJ,Lam J,Rais R,Coggiano MA,Tanda G,Newman AH.  (2020)  Structure-activity relationships for a series of (Bis(4-fluorophenyl)methyl)sulfinylethyl-aminopiperidines and -piperidine amines at the dopamine transporter: Bioisosteric replacement of the piperazine improves metabolic stability.,  208  [PMID:32947229] [10.1016/j.ejmech.2020.112674]

Source

Source(1):

• Scientific Literature