US8901315, 396

ID: ALA3650331

PubChem CID: 57698142

Max Phase: Preclinical

Molecular Formula: C23H35N5O4S2

Molecular Weight: 509.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C2CCOCC2)c2sc(C(=O)N[C@H]3CC[C@H](N4CCN(S(C)(=O)=O)CC4)CC3)cc12

Standard InChI:  InChI=1S/C23H35N5O4S2/c1-16-20-15-21(33-23(20)28(25-16)19-7-13-32-14-8-19)22(29)24-17-3-5-18(6-4-17)26-9-11-27(12-10-26)34(2,30)31/h15,17-19H,3-14H2,1-2H3,(H,24,29)/t17-,18-

Standard InChI Key:  JZDLORHEVVJQCL-IYARVYRRSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  1  0  0  0  0  0999 V2000
    1.4553   -2.0031    0.0000 C   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2353    3.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    5.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294    5.7647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4683    4.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    3.4233    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
   -2.7115    0.3949    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1750   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615   -1.9133    0.0000 C   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
   -4.5990   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4922   -0.6962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9089   -2.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3353   -3.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6472   -4.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0738   -5.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1885   -4.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8767   -2.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4502   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6158   -4.8239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7323   -3.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1581   -4.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4676   -5.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3512   -6.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9254   -6.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8942   -6.2217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7878   -5.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1414   -7.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0347   -6.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  2  1  0
 15 11  2  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 19 18  1  6
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 22 25  1  1
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
 28 31  1  0
 31 32  2  0
 31 33  2  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3650331

   3-methyl-N-[4-(4-methylsulfonylpiperazin-1-yl)cyclohexyl]-1-(oxan-4-yl)thieno[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: 509.70

Molecular Weight (Monoisotopic): 509.2130

AlogP: 2.38

#Rotatable Bonds: 5

Polar Surface Area: 96.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.18

CX LogP: 0.55

CX LogD: 0.34

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.66

Np Likeness Score: -1.96

References

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

Source

Source(1):

• BindingDB Database