US8637528, OM69

ID: ALA3924897

PubChem CID: 91808732

Max Phase: Preclinical

Molecular Formula: C20H25N4O2+

Molecular Weight: 353.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(N)ccc1-c1cc2c(c(=O)[nH]1)C(C1CCCCC1)N=[N+]2C

Standard InChI:  InChI=1S/C20H24N4O2/c1-24-16-11-15(14-9-8-13(21)10-17(14)26-2)22-20(25)18(16)19(23-24)12-6-4-3-5-7-12/h8-12,19H,3-7H2,1-2H3,(H2-,21,22,25)/p+1

Standard InChI Key:  MEQLCCSBIKIYJU-UHFFFAOYSA-O

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    4.9456    1.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046    0.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2328   -3.6062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133    1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032    3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115    2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4916    3.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481    0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8516    1.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2821    2.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7956    2.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9  3  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 18  1  0
 13 24  1  0
 24 25  2  0
 24 26  1  0
 26 10  1  0
M  CHG  1  16   1
M  END

Alternative Forms

1. Parent:

   

   ALA3924897

   6-(4-Amino-2-methoxyphenyl)-3-cyclohexyl-1-methyl-3,5-dihydropyrazolo[4,3-c]pyridin-1-ium-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: 353.45

Molecular Weight (Monoisotopic): 353.1972

AlogP: 3.99

#Rotatable Bonds: 3

Polar Surface Area: 83.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.46

CX Basic pKa: 3.74

CX LogP: -1.27

CX LogD: -1.04

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 0.09

References

1.  (2014)  Use of PDE7 inhibitors for the treatment of movement disorders, 

Source

Source(1):

• BindingDB Database