N-(4-(5-(1-(2-fluorobenzoyl)piperidin-3-yl)-1,2,4-oxadiazol-3-yl)phenyl)acetamide

ID: ALA4878494

PubChem CID: 50835840

Max Phase: Preclinical

Molecular Formula: C22H21FN4O3

Molecular Weight: 408.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(-c2noc(C3CCCN(C(=O)c4ccccc4F)C3)n2)cc1

Standard InChI:  InChI=1S/C22H21FN4O3/c1-14(28)24-17-10-8-15(9-11-17)20-25-21(30-26-20)16-5-4-12-27(13-16)22(29)18-6-2-3-7-19(18)23/h2-3,6-11,16H,4-5,12-13H2,1H3,(H,24,28)

Standard InChI Key:  WLDHYRPVKBBYSB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.8328  -20.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5420  -20.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5390  -21.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5356  -22.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2386  -22.5765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5161  -21.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0407  -20.0193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2341  -23.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5242  -23.7984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9395  -23.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9323  -24.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6370  -25.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3479  -24.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3498  -23.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6445  -23.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6463  -22.5844    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  5 12  1  0
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  8 22  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4878494

   N-(4-{5-[1-(2-fluorobenzoyl)piperidin-3-yl]-1,2,4-oxadiazol-3-yl}phenyl)acetamide

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: 408.43

Molecular Weight (Monoisotopic): 408.1598

AlogP: 3.85

#Rotatable Bonds: 4

Polar Surface Area: 88.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: -2.24

References

1. Lee S, Lee S, Cil O, Diez-Cecilia E, Anderson MO, Verkman AS..  (2018)  Nanomolar-Potency 1,2,4-Triazoloquinoxaline Inhibitors of the Kidney Urea Transporter UT-A1.,  61  (7.0): [PMID:29589443] [10.1021/acs.jmedchem.8b00343]

Source

Source(1):

• Scientific Literature