US8901315, 206

ID: ALA3971108

PubChem CID: 57698041

Max Phase: Preclinical

Molecular Formula: C20H29N3O2S

Molecular Weight: 375.54

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H29N3O2S/c1-13-17-11-18(19(25)21-15-9-7-14(12-24)8-10-15)26-20(17)23(22-13)16-5-3-2-4-6-16/h11,14-16,24H,2-10,12H2,1H3,(H,21,25)

Standard InChI Key:  HMRJCLIZSHNVFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  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 C   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
  -10.6168   -4.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5075   -4.0168    0.0000 O   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
  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
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3971108

   1-cyclohexyl-N-[4-(hydroxymethyl)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: 375.54

Molecular Weight (Monoisotopic): 375.1980

AlogP: 4.19

#Rotatable Bonds: 4

Polar Surface Area: 67.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.70

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -1.48

References

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

Source

Source(1):

• BindingDB Database