US9359371, 44

ID: ALA3963361

PubChem CID: 73214183

Max Phase: Preclinical

Molecular Formula: C25H33ClN6O2

Molecular Weight: 485.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCC4(CC4)C3)ncc2C(=O)N[C@H]2CC[C@H](N)CC2)cc1Cl

Standard InChI:  InChI=1S/C25H33ClN6O2/c1-34-21-7-2-16(12-20(21)26)13-28-22-19(23(33)30-18-5-3-17(27)4-6-18)14-29-24(31-22)32-11-10-25(15-32)8-9-25/h2,7,12,14,17-18H,3-6,8-11,13,15,27H2,1H3,(H,30,33)(H,28,29,31)/t17-,18-

Standard InChI Key:  HFRJKYSYQXQKQU-IYARVYRRSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  1  0  0  0  0  0999 V2000
   -3.4394   11.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766   10.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700    9.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4155    8.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0061    7.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    6.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6444    4.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915    3.7263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848    2.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8304    1.9147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4232    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4660   -0.6044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9204   -0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3298    1.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7858    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1154    2.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8298    0.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2858    0.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7853    0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1948    1.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3583    1.8830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1498    2.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6954    2.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527   -1.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9615   -1.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4293    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9079   -0.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251    1.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    6.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150    8.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0785    8.3499    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 18 17  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 18  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 28  1  0
 28 31  1  0
 31 25  1  0
  6 32  1  0
 32 33  2  0
 33  3  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3963361

   N-(4-aminocyclohexyl)-2-(5-azaspiro[2.4]heptan-5-yl)-4-[(3-chloro-4-methoxyphenyl)methylamino]pyrimidine-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: 485.03

Molecular Weight (Monoisotopic): 484.2354

AlogP: 3.74

#Rotatable Bonds: 7

Polar Surface Area: 105.40

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.15

CX LogP: 3.79

CX LogD: 1.21

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.17

References

1.  (2016)  Bicyclic substituted pyrimidine compounds, 

Source

Source(1):

• BindingDB Database