8-isopropyl-5-methyl-2((4-(piperazin-1-yl)phenyl)amino)imidazo[1',2':1,6]pyrido[2,3-d]pyrimidine-6-carbonitrile

ID: ALA4777368

PubChem CID: 162643890

Max Phase: Preclinical

Molecular Formula: C24H26N8

Molecular Weight: 426.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C#N)c2nc(C(C)C)cn2c2nc(Nc3ccc(N4CCNCC4)cc3)ncc12

Standard InChI:  InChI=1S/C24H26N8/c1-15(2)21-14-32-22(29-21)19(12-25)16(3)20-13-27-24(30-23(20)32)28-17-4-6-18(7-5-17)31-10-8-26-9-11-31/h4-7,13-15,26H,8-11H2,1-3H3,(H,27,28,30)

Standard InChI Key:  DJZJBAJKDQXEMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   32.8815  -10.8415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8803  -11.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5951  -12.0817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5933  -10.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3087  -10.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3095  -11.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7350  -10.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0191  -10.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7398  -11.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0231  -12.0722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1928  -12.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0145  -12.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3524  -12.2154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0147   -9.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1655  -12.0808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4514  -11.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4566  -10.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7433  -10.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0275  -10.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0295  -11.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7434  -12.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3129  -10.4298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3106   -9.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6001   -9.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8834   -9.6019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8818  -10.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5970  -10.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4445  -10.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1564   -9.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4252  -13.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0109  -14.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2502  -13.6870    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
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 28 29  3  0
  7 28  1  0
 12 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777368

   ---

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: 426.53

Molecular Weight (Monoisotopic): 426.2280

AlogP: 3.73

#Rotatable Bonds: 4

Polar Surface Area: 94.17

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 3.66

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.35

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