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

ID: ALA2281571

PubChem CID: 19349841

Max Phase: Preclinical

Molecular Formula: C31H30N8O

Molecular Weight: 530.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nc2ccn(Cc3ccc(N)cc3)c(=O)c2n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1

Standard InChI:  InChI=1S/C31H30N8O/c1-2-3-8-28-33-27-17-18-38(19-21-11-15-24(32)16-12-21)31(40)29(27)39(28)20-22-9-13-23(14-10-22)25-6-4-5-7-26(25)30-34-36-37-35-30/h4-7,9-18H,2-3,8,19-20,32H2,1H3,(H,34,35,36,37)

Standard InChI Key:  POFCFEBEAJTSNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 45  0  0  0  0  0  0  0  0999 V2000
   32.7782  -19.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4878  -18.9912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4850  -18.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7764  -17.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0701  -18.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0713  -18.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2952  -17.9216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8142  -18.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2932  -19.2428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7780  -20.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0395  -20.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5854  -20.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3303  -21.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8754  -22.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6759  -21.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9284  -21.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3816  -20.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2200  -22.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9658  -23.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5117  -23.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3120  -23.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5635  -22.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0158  -22.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1654  -23.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5575  -22.8462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8489  -23.2554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0191  -24.0559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8329  -24.1412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1962  -19.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9033  -18.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9970  -18.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5894  -17.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7722  -17.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3647  -17.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6083  -19.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3149  -18.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3140  -18.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6007  -17.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8970  -18.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0205  -17.7592    0.0000 N   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  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 30  1  0
 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281571

   5-[(4-aminophenyl)methyl]-2-butyl-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: 530.64

Molecular Weight (Monoisotopic): 530.2543

AlogP: 5.07

#Rotatable Bonds: 9

Polar Surface Area: 120.30

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.29

CX Basic pKa: 4.04

CX LogP: 4.62

CX LogD: 3.47

Aromatic Rings: 6

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.18

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