methyl 3-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-2-butyl-4-oxo-3H-imidazo[4,5-c]pyridine-5(4H)-carboxylate

ID: ALA2281576

PubChem CID: 76334334

Max Phase: Preclinical

Molecular Formula: C26H25N7O3

Molecular Weight: 483.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nc2ccn(C(=O)OC)c(=O)c2n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1

Standard InChI:  InChI=1S/C26H25N7O3/c1-3-4-9-22-27-21-14-15-32(26(35)36-2)25(34)23(21)33(22)16-17-10-12-18(13-11-17)19-7-5-6-8-20(19)24-28-30-31-29-24/h5-8,10-15H,3-4,9,16H2,1-2H3,(H,28,29,30,31)

Standard InChI Key:  ONIVDHBOCVXQHH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   11.8820   -2.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5917   -2.5071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5888   -1.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8802   -1.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1740   -2.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1752   -1.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3990   -1.4375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9180   -2.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3970   -2.7586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8818   -3.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434   -3.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6893   -4.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4341   -4.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9793   -5.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7798   -5.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0323   -4.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4854   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3239   -5.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0696   -6.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6156   -7.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4159   -7.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6673   -6.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1197   -5.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2692   -6.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6614   -6.3621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9527   -6.7713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1230   -7.5717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9368   -7.6571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3000   -2.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0071   -2.5048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1008   -2.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6932   -1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8761   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4685   -0.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7121   -2.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3013   -3.7317    0.0000 O   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
 16 17  2  0
 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
 31 32  1  0
 32 33  1  0
 33 34  1  0
 30 35  1  0
 29 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281576

   methyl 2-butyl-4-oxo-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazo[4,5-c]pyridine-5-carboxylate

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: 483.53

Molecular Weight (Monoisotopic): 483.2019

AlogP: 4.05

#Rotatable Bonds: 7

Polar Surface Area: 120.58

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.23

CX Basic pKa: 1.74

CX LogP: 4.56

CX LogD: 2.96

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -1.19

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