1-{3-Methyl-5-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenoxy]-pentyl}-3-pyridin-4-yl-imidazolidin-2-one

ID: ALA372937

PubChem CID: 5278484

Max Phase: Preclinical

Molecular Formula: C23H27N5O3

Molecular Weight: 421.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(OCCC(C)CCN3CCN(c4ccncc4)C3=O)cc2)no1

Standard InChI:  InChI=1S/C23H27N5O3/c1-17(9-13-27-14-15-28(23(27)29)20-7-11-24-12-8-20)10-16-30-21-5-3-19(4-6-21)22-25-18(2)31-26-22/h3-8,11-12,17H,9-10,13-16H2,1-2H3

Standard InChI Key:  KFNVTEAQNRTWRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.7292   -3.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8875   -0.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3042   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2917   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -1.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8625   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5792   -2.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -2.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2167    0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4 11  1  0
  5  4  2  0
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 15 27  1  0
 16 21  2  0
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 21 18  1  0
 22 18  2  0
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 24 25  1  0
 25 30  1  0
 26 19  1  0
 27 20  2  0
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 30 29  1  0
 31 29  1  0
  9 13  1  0
 26 15  2  0
 16 11  1  0
  8  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA372937

   1-[3-Methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentyl]-3-(4-pyridyl)imidazolidin-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 421.50

Molecular Weight (Monoisotopic): 421.2114

AlogP: 4.18

#Rotatable Bonds: 9

Polar Surface Area: 84.59

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.48

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.51

References

1. Chang CS, Lin YT, Shih SR, Lee CC, Lee YC, Tai CL, Tseng SN, Chern JH..  (2005)  Design, synthesis, and antipicornavirus activity of 1-[5-(4-arylphenoxy)alkyl]-3-pyridin-4-ylimidazolidin-2-one derivatives.,  48  (10): [PMID:15887961] [10.1021/jm050033v]

2. Egorova A, Ekins S, Schmidtke M, Makarov V..  (2019)  Back to the future: Advances in development of broad-spectrum capsid-binding inhibitors of enteroviruses.,  178  [PMID:31226653] [10.1016/j.ejmech.2019.06.008]

Source

Source(1):

• Scientific Literature