1-(4-((2-((Bis(4-fluorophenyl)methyl)sulfinyl)ethyl)amino)piperidin-1-yl)-3-phenylpropan-2-ol

ID: ALA4758774

PubChem CID: 142590761

Max Phase: Preclinical

Molecular Formula: C29H34F2N2O2S

Molecular Weight: 512.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [O-][S+](CCNC1CCN(CC(O)Cc2ccccc2)CC1)C(c1ccc(F)cc1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C29H34F2N2O2S/c30-25-10-6-23(7-11-25)29(24-8-12-26(31)13-9-24)36(35)19-16-32-27-14-17-33(18-15-27)21-28(34)20-22-4-2-1-3-5-22/h1-13,27-29,32,34H,14-21H2

Standard InChI Key:  RCFWZPSHZMCPLU-UHFFFAOYSA-N

Molfile:  

 
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M  CHG  2   9   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4758774

   ---

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: 512.67

Molecular Weight (Monoisotopic): 512.2309

AlogP: 4.46

#Rotatable Bonds: 11

Polar Surface Area: 58.56

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.42

CX LogP: 3.89

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -0.54

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