3-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-2-cyclopropyl-N,N-dimethyl-4-oxo-3H-imidazo[4,5-c]pyridine-5(4H)-carboxamide

ID: ALA2281582

PubChem CID: 76323508

Max Phase: Preclinical

Molecular Formula: C26H24N8O2

Molecular Weight: 480.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)n1ccc2nc(C3CC3)n(Cc3ccc(-c4ccccc4-c4nnn[nH]4)cc3)c2c1=O

Standard InChI:  InChI=1S/C26H24N8O2/c1-32(2)26(36)33-14-13-21-22(25(33)35)34(24(27-21)18-11-12-18)15-16-7-9-17(10-8-16)19-5-3-4-6-20(19)23-28-30-31-29-23/h3-10,13-14,18H,11-12,15H2,1-2H3,(H,28,29,30,31)

Standard InChI Key:  QVZJJYXHIFNUDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.8828  -10.6831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8800   -9.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1713   -9.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4651  -10.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4663   -9.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6901   -9.6135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2091  -10.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6881  -10.9347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9804  -12.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7252  -13.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2704  -13.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0709  -13.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3234  -12.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9067  -15.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7070  -15.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584  -14.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4108  -13.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5603  -15.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9525  -14.5381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2438  -14.9473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4141  -15.7478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2279  -15.8331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5911  -11.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2982  -10.6809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3919  -10.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5924  -11.9078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0066  -11.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2969   -9.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6830   -9.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6818  -10.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  1 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
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 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
  2 29  1  0
 29 30  1  0
  8 31  1  0
 29 32  2  0
 30 33  1  0
 30 34  1  0
 35 31  1  0
 36 35  1  0
 31 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281582

   2-cyclopropyl-N,N-dimethyl-4-oxo-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-c]pyridine-5-carboxamide

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: 480.53

Molecular Weight (Monoisotopic): 480.2022

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 114.59

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.23

CX Basic pKa: 1.61

CX LogP: 3.24

CX LogD: 1.64

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: -1.24

References

1. 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