US8901315, 208

ID: ALA3946660

PubChem CID: 57698043

Max Phase: Preclinical

Molecular Formula: C22H32N4O2S

Molecular Weight: 416.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C2CCCCC2)c2sc(C(=O)NC3CCC(C(=O)N(C)C)CC3)cc12

Standard InChI:  InChI=1S/C22H32N4O2S/c1-14-18-13-19(29-22(18)26(24-14)17-7-5-4-6-8-17)20(27)23-16-11-9-15(10-12-16)21(28)25(2)3/h13,15-17H,4-12H2,1-3H3,(H,23,27)

Standard InChI Key:  OKYQLPWJMVIOLC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    6.7430   -9.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0357   -8.3131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5219   -7.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5433   -8.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0571   -9.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -7.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -7.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853   -6.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -4.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3872   -4.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2689   -5.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0157   -3.6164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6281   -2.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8218   -2.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4623    2.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432    3.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    2.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    1.2743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8530    0.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    1.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235   -0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362   -1.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -0.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 22  1  0
 21 28  1  0
 28 17  2  0
 28 29  1  0
 29 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3946660

   1-cyclohexyl-N-[4-(dimethylcarbamoyl)cyclohexyl]-3-methylthieno[2,3-c]pyrazole-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: 416.59

Molecular Weight (Monoisotopic): 416.2246

AlogP: 4.29

#Rotatable Bonds: 4

Polar Surface Area: 67.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.70

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.81

Np Likeness Score: -1.83

References

1.  (2014)  Thienopyrazole derivative having PDE7 inhibitory activity, 

Source

Source(1):

• BindingDB Database