US8901315, 381

ID: ALA3650327

PubChem CID: 57697977

Max Phase: Preclinical

Molecular Formula: C23H30N6O2S

Molecular Weight: 454.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C2CCCCC2)c2sc(C(=O)Nc3ccc(C(=O)NCCN(C)C)nc3)cc12

Standard InChI:  InChI=1S/C23H30N6O2S/c1-15-18-13-20(32-23(18)29(27-15)17-7-5-4-6-8-17)22(31)26-16-9-10-19(25-14-16)21(30)24-11-12-28(2)3/h9-10,13-14,17H,4-8,11-12H2,1-3H3,(H,24,30)(H,26,31)

Standard InChI Key:  LYEXMIMGSCSUOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
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    9.2973  -10.5790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8111  -11.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4127   -9.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9203   -9.5255    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
    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
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    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
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    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
    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 N   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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
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 12 13  1  0
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 17 18  1  0
 18 19  1  0
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 19 21  2  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 28  1  0
 28 23  1  0
 22 29  1  0
 29 18  2  0
 29 30  1  0
 30 16  1  0
 12 31  1  0
 31 32  2  0
 32  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3650327

   1-cyclohexyl-N-[6-[2-(dimethylamino)ethylcarbamoyl]pyridin-3-yl]-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: 454.60

Molecular Weight (Monoisotopic): 454.2151

AlogP: 3.85

#Rotatable Bonds: 7

Polar Surface Area: 92.15

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: 8.51

CX LogP: 2.97

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -2.09

References

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

Source

Source(1):

• BindingDB Database