2-Butyl-5-ethyl-3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3,5-dihydro-imidazo[4,5-c]pyridin-4-one

ID: ALA298464

PubChem CID: 10456587

Max Phase: Preclinical

Molecular Formula: C26H27N7O

Molecular Weight: 453.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nc2ccn(CC)c(=O)c2n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1

Standard InChI:  InChI=1S/C26H27N7O/c1-3-5-10-23-27-22-15-16-32(4-2)26(34)24(22)33(23)17-18-11-13-19(14-12-18)20-8-6-7-9-21(20)25-28-30-31-29-25/h6-9,11-16H,3-5,10,17H2,1-2H3,(H,28,29,30,31)

Standard InChI Key:  YQXLJCKCRTVBBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.9583    3.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583    4.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292    3.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5333    1.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333    1.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    3.6833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3250    0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1292    2.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9083    3.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458    2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4208    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2083    4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    4.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3958   -0.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9583   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083    5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
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 25 22  2  0
 26 11  1  0
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 28 16  1  0
 29 23  1  0
 30 26  1  0
 31 29  1  0
 32 28  2  0
 33 32  1  0
 34 31  1  0
  4  6  2  0
 15 12  2  0
 21 18  1  0
 27 33  2  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA298464

   2-butyl-5-ethyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-c]pyridin-4-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: 453.55

Molecular Weight (Monoisotopic): 453.2277

AlogP: 4.46

#Rotatable Bonds: 8

Polar Surface Area: 94.28

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.85

CX Basic pKa: 1.86

CX LogP: 5.37

CX LogD: 4.11

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.20

References

1. Mederski WW, Dorsch D, Bokel HH, Beier N, Lues I, Schelling P..  (1994)  Non-peptide angiotensin II receptor antagonists: synthesis and biological activity of a series of novel 4,5-dihydro-4-oxo-3H-imidazo[4,5-c]pyridine derivatives.,  37  (11): [PMID:8201597] [10.1021/jm00037a014]

2. Sharma MC, Kohli DV.  (2013)  A comprehensive structureactivity analysis 2,3,5-trisubstituted 4,5-dihydro-4-oxo-3H-imidazo [4,5-c] pyridine derivatives as angiotensin II receptor antagonists: using 2D- and 3D-QSAR approach,  22  (2): [10.1007/s00044-012-0040-z]

Source

Source(1):

• Scientific Literature