US8901315, 402

ID: ALA3650332

PubChem CID: 57697969

Max Phase: Preclinical

Molecular Formula: C24H36N4O3S

Molecular Weight: 460.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C2CCOCC2)c2sc(C(=O)N[C@H]3CC[C@H](N4C[C@@H](C)O[C@@H](C)C4)CC3)cc12

Standard InChI:  InChI=1S/C24H36N4O3S/c1-15-13-27(14-16(2)31-15)19-6-4-18(5-7-19)25-23(29)22-12-21-17(3)26-28(24(21)32-22)20-8-10-30-11-9-20/h12,15-16,18-20H,4-11,13-14H2,1-3H3,(H,25,29)/t15-,16+,18-,19-

Standard InChI Key:  IGHPKPXKULGYLF-YOQCTACHSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  1  0  0  0  0  0999 V2000
    4.3300  -12.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164  -11.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328   -9.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408   -8.4738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324   -8.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9159   -9.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1092   -9.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3079  -10.8982    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
    4.2689   -5.8893    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
    1.8954   -4.8324    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
    2.1669   -7.4164    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 O   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
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  2  1  0
  9  4  1  1
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
 12 15  1  6
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
 24 31  1  0
 31 20  2  0
 31 32  1  0
 32 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3650332

   N-[4-[(2R,6S)-2,6-dimethylmorpholin-4-yl]cyclohexyl]-3-methyl-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: 460.64

Molecular Weight (Monoisotopic): 460.2508

AlogP: 3.91

#Rotatable Bonds: 4

Polar Surface Area: 68.62

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.52

CX LogP: 2.59

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.75

Np Likeness Score: -1.64

References

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

Source

Source(1):

• BindingDB Database