(5Z)-2-[4-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]anilino]-5-benzylidene-3,5-dihydro-imidazol-4-one

ID: ALA3092864

PubChem CID: 136234579

Max Phase: Preclinical

Molecular Formula: C22H26N4O4

Molecular Weight: 410.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCOCCOCCOc1ccc(NC2=N/C(=C\c3ccccc3)C(=O)N2)cc1

Standard InChI:  InChI=1S/C22H26N4O4/c23-10-11-28-12-13-29-14-15-30-19-8-6-18(7-9-19)24-22-25-20(21(27)26-22)16-17-4-2-1-3-5-17/h1-9,16H,10-15,23H2,(H2,24,25,26,27)/b20-16-

Standard InChI Key:  CQNULDWOIXHYFM-SILNSSARSA-N

Molfile:  

     RDKit          2D

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    9.3713   -6.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1550   -9.3161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0691   -8.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8876   -8.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5339  -10.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0087   -7.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5843   -3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5681   -8.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6012  -10.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7066   -9.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8149   -7.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7572   -6.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9510   -6.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3749   -8.7741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1716  -10.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250   -7.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267   -2.5054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3147   -8.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5994   -8.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8865   -9.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6996   -5.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2333   -7.8479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8358   -4.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1764   -6.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934   -5.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419   -4.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4575   -9.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3150   -9.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  6  2  0
 27 28  1  0
  2 13  2  0
 15 23  1  0
 14 15  1  0
  8  1  1  0
 10 30  2  0
 25  8  1  0
 29 16  1  0
 18 26  2  0
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 21  5  1  0
  1 19  1  0
  5 22  2  0
 20 21  2  0
  3 11  1  0
 26  2  1  0
 13  7  1  0
 22 17  1  0
 20 30  1  0
 16  9  2  0
 12 18  1  0
 28 25  1  0
 23 27  1  0
  7 14  1  0
  4 12  2  0
 11 29  1  0
 13  4  1  0
 22 10  1  0
 24 18  1  0
  9  3  1  0
  9 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3092864

   ---

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: 410.47

Molecular Weight (Monoisotopic): 410.1954

AlogP: 2.00

#Rotatable Bonds: 11

Polar Surface Area: 107.20

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.01

CX Basic pKa: 9.31

CX LogP: 1.49

CX LogD: -0.11

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -0.66

References

1. Burgy G, Tahtouh T, Durieu E, Foll-Josselin B, Limanton E, Meijer L, Carreaux F, Bazureau JP..  (2013)  Chemical synthesis and biological validation of immobilized protein kinase inhibitory Leucettines.,  62  [PMID:23454515] [10.1016/j.ejmech.2013.01.035]

Source

Source(1):

• Scientific Literature