1-(8-isopropyl-5-methyl-2-(5-(piperazin-1-ylmethyl)pyridin-2-yl)amino)imidazo[1',2':1,6]pyrido[2,3-d]pyrimidin-6-yl)ethan-1-one

ID: ALA4792101

PubChem CID: 162671814

Max Phase: Preclinical

Molecular Formula: C25H30N8O

Molecular Weight: 458.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(C)c2cnc(Nc3ccc(CN4CCNCC4)cn3)nc2n2cc(C(C)C)nc12

Standard InChI:  InChI=1S/C25H30N8O/c1-15(2)20-14-33-23-19(16(3)22(17(4)34)24(33)29-20)12-28-25(31-23)30-21-6-5-18(11-27-21)13-32-9-7-26-8-10-32/h5-6,11-12,14-15,26H,7-10,13H2,1-4H3,(H,27,28,30,31)

Standard InChI Key:  KSHZWPCJWQWIST-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   35.4116  -12.8947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4105  -13.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1260  -14.1372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1242  -12.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8360  -12.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8368  -13.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2637  -12.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5471  -12.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2684  -13.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5511  -14.1278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7242  -14.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5459  -15.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8822  -14.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5428  -11.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6950  -14.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9738  -12.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9547  -15.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6923  -12.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9669  -11.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5424  -16.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7797  -15.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9802  -13.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9855  -12.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2715  -12.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5551  -12.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5571  -13.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2716  -14.1359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8397  -12.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1248  -12.8959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4166  -12.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7038  -12.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7000  -13.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4152  -14.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1301  -13.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  8 14  1  0
  2 15  1  0
  7 16  1  0
 12 17  1  0
 16 18  1  0
 16 19  2  0
 17 20  1  0
 17 21  1  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792101

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.57

Molecular Weight (Monoisotopic): 458.2543

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 100.34

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.69

CX Basic pKa: 9.04

CX LogP: 2.04

CX LogD: 0.76

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -1.06

References

1. Shi C,Wang Q,Liao X,Ge H,Huo G,Zhang L,Chen N,Zhai X,Hong Y,Wang L,Wang Z,Shi W,Mao Y,Yu J,Ke Y,Xia G.  (2020)  Discovery of a novel series of imidazo[1',2':1,6]pyrido[2,3-d]pyrimidin derivatives as potent cyclin-dependent kinase 4/6 inhibitors.,  193  [PMID:32200202] [10.1016/j.ejmech.2020.112239]

Source

Source(1):

• Scientific Literature