7-(2,2-dimethylpropyl)-6-[(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

ID: ALA528104

PubChem CID: 11269453

Max Phase: Preclinical

Molecular Formula: C20H25N7O2

Molecular Weight: 395.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)Cn1c(CN2CCC3(CC2)NC(=O)NC3=O)cc2cnc(C#N)nc21

Standard InChI:  InChI=1S/C20H25N7O2/c1-19(2,3)12-27-14(8-13-10-22-15(9-21)23-16(13)27)11-26-6-4-20(5-7-26)17(28)24-18(29)25-20/h8,10H,4-7,11-12H2,1-3H3,(H2,24,25,28,29)

Standard InChI Key:  WEJPGRNAOBYGOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.6635    1.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4479    2.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6200    2.3757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3222    1.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688    1.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6647    0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774    0.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0901    0.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0901    1.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774    1.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5256    1.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9629    2.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8047    0.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5162    0.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2678    0.3754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6054    1.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4426   -0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2276   -0.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0219   -0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9910   -1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4634    0.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4127    1.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8191    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6386    0.9861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0524    1.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6369    2.4106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8189    2.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8776    1.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7012    1.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
  2  3  1  0
  3  4  1  0
 15 23  1  0
 22 16  1  0
 16 14  2  0
  4  5  1  0
 15 17  1  0
  1 10  1  0
 17 18  1  0
  6  7  1  0
 18 19  1  0
  7  8  1  0
 18 20  1  0
  8  9  1  0
 18 21  1  0
  9 10  1  0
  5  1  1  0
 22 23  2  0
  4 11  2  0
 23 24  1  0
  1  6  1  0
 24 25  2  0
  2 12  2  0
 25 26  1  0
  1  2  1  0
 26 27  2  0
 27 22  1  0
  8 13  1  0
 25 28  1  0
 28 29  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA528104

   7-(2,2-dimethylpropyl)-6-[(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)methyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

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: 395.47

Molecular Weight (Monoisotopic): 395.2070

AlogP: 1.52

#Rotatable Bonds: 3

Polar Surface Area: 115.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: 7.61

CX LogP: 1.16

CX LogD: 0.90

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.76

Np Likeness Score: -1.14

References

1. Teno N, Masuya K, Ehara T, Kosaka T, Miyake T, Irie O, Hitomi Y, Matsuura N, Umemura I, Iwasaki G, Fukaya H, Toriyama K, Uchiyama N, Nonomura K, Sugiyama I, Kometani M..  (2008)  Effect of cathepsin K inhibitors on bone resorption.,  51  (17): [PMID:18707091] [10.1021/jm800626a]

Source

Source(1):

• Scientific Literature