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

ID: ALA195260

PubChem CID: 5278486

Max Phase: Preclinical

Molecular Formula: C25H31N5O3

Molecular Weight: 449.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1nc(-c2ccc(OCCC(C)CCN3CCN(c4ccncc4)C3=O)cc2)no1

Standard InChI:  InChI=1S/C25H31N5O3/c1-3-4-23-27-24(28-33-23)20-5-7-22(8-6-20)32-18-12-19(2)11-15-29-16-17-30(25(29)31)21-9-13-26-14-10-21/h5-10,13-14,19H,3-4,11-12,15-18H2,1-2H3

Standard InChI Key:  VDBVFMJIJGZTGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    1.0542   -2.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -3.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -0.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0042   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7542   -1.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792   -2.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.0833   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    2.0542   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6875   -3.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5667   -1.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917   -2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8667   -2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   11.0417    0.7333    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
   11.5292    0.0708    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
  6  1  1  0
  7  3  2  0
  8  5  1  0
  9  2  1  0
 10  2  1  0
 11 17  2  0
 12  1  2  0
 13  6  1  0
 14  6  1  0
 15 27  1  0
 16 21  2  0
 17 22  1  0
 18 24  1  0
 19 10  2  0
 20 10  1  0
 21 18  1  0
 22 18  2  0
 23 14  1  0
 24 25  1  0
 25 30  1  0
 26 19  1  0
 27 20  2  0
 28  7  1  0
 29 23  1  0
 30 29  1  0
 31 28  1  0
 32 29  1  0
 33 31  1  0
  9 13  1  0
 26 15  2  0
 16 11  1  0
  8  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA195260

   1-[3-Methyl-5-[4-(5-propyl-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: 449.56

Molecular Weight (Monoisotopic): 449.2427

AlogP: 4.82

#Rotatable Bonds: 11

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: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.57

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]

Source

Source(1):

• Scientific Literature