N-(2-(4-(4-fluorobenzyl)piperidin-1-yl)ethyl)-N-(4-fluorophenyl)propionamide

ID: ALA4776178

PubChem CID: 162643508

Max Phase: Preclinical

Molecular Formula: C23H28F2N2O

Molecular Weight: 386.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)N(CCN1CCC(Cc2ccc(F)cc2)CC1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C23H28F2N2O/c1-2-23(28)27(22-9-7-21(25)8-10-22)16-15-26-13-11-19(12-14-26)17-18-3-5-20(24)6-4-18/h3-10,19H,2,11-17H2,1H3

Standard InChI Key:  SJFOCOKRSGSTGO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.4315   -8.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4304   -9.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1384  -10.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8481   -9.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8452   -8.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1366   -8.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5514   -8.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2606   -8.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2657   -9.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9708  -10.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6794   -9.6568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6783   -8.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9686   -8.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3871  -10.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0948   -9.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8025  -10.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8025  -10.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5102   -9.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0948  -11.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5102  -11.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5102  -12.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2151  -10.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9224   -9.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9228   -8.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2101   -8.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5058   -8.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6300   -8.4305    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7223  -10.0763    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
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  8  9  1  0
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  9 10  1  0
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 11 12  1  0
 12 13  1  0
 11 14  1  0
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 16 17  1  0
 16 18  1  0
 17 19  2  0
 17 20  1  0
 20 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 18  1  0
 24 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776178

   ---

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: 386.49

Molecular Weight (Monoisotopic): 386.2170

AlogP: 4.66

#Rotatable Bonds: 7

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.25

CX LogP: 4.80

CX LogD: 3.89

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.37

References

1. Xiong J,Jin J,Gao L,Hao C,Liu X,Liu BF,Chen Y,Zhang G.  (2020)  Piperidine propionamide as a scaffold for potent sigma-1 receptor antagonists and mu opioid receptor agonists for treating neuropathic pain.,  191  [PMID:32087465] [10.1016/j.ejmech.2020.112144]

Source

Source(1):

• Scientific Literature