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

ID: ALA4742866

PubChem CID: 155769437

Max Phase: Preclinical

Molecular Formula: C24H28F2N2OS

Molecular Weight: 430.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C1CC1)N1CCC(NCCSC(c2ccc(F)cc2)c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C24H28F2N2OS/c25-20-7-3-17(4-8-20)23(18-5-9-21(26)10-6-18)30-16-13-27-22-11-14-28(15-12-22)24(29)19-1-2-19/h3-10,19,22-23,27H,1-2,11-16H2

Standard InChI Key:  BXFKAZKFCLPFBI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.2932  -11.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2945  -12.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5369   -9.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2452  -10.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9523   -9.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6607   -9.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9510   -8.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0726  -10.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4801   -9.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 18  1  0
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 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742866

   ---

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: 430.56

Molecular Weight (Monoisotopic): 430.1890

AlogP: 4.78

#Rotatable Bonds: 8

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.03

CX LogP: 4.22

CX LogD: 1.68

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -1.14

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