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

ID: ALA295456

PubChem CID: 10252636

Max Phase: Preclinical

Molecular Formula: C25H25N7O

Molecular Weight: 439.52

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H25N7O/c1-3-4-9-22-26-21-14-15-31(2)25(33)23(21)32(22)16-17-10-12-18(13-11-17)19-7-5-6-8-20(19)24-27-29-30-28-24/h5-8,10-15H,3-4,9,16H2,1-2H3,(H,27,28,29,30)

Standard InChI Key:  UJTSFCRAAJLWKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.8583    1.9583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583    2.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4333    0.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8333    0.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6625   -0.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542    2.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2250   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7542    2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -0.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2292    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3833    1.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    2.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9208    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -1.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2000   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083    2.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    2.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958   -1.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083    3.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
 32 28  2  0
 33 30  1  0
  4  6  2  0
 15 12  2  0
 21 18  1  0
 27 31  2  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA295456

   2-butyl-5-methyl-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: 439.52

Molecular Weight (Monoisotopic): 439.2121

AlogP: 3.97

#Rotatable Bonds: 7

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: 5.03

CX LogD: 3.76

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.08

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