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

ID: ALA4797327

PubChem CID: 162675510

Max Phase: Preclinical

Molecular Formula: C22H22N8

Molecular Weight: 398.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn2c(n1)c(C#N)c(C)c1cnc(Nc3ccc(N4CCNCC4)cc3)nc12

Standard InChI:  InChI=1S/C22H22N8/c1-14-13-30-20(26-14)18(11-23)15(2)19-12-25-22(28-21(19)30)27-16-3-5-17(6-4-16)29-9-7-24-8-10-29/h3-6,12-13,24H,7-10H2,1-2H3,(H,25,27,28)

Standard InChI Key:  KVOCJNGEVONQQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.7859  -10.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5008  -11.4034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4990   -9.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2144  -10.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2151  -10.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6408  -10.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9249   -9.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6456  -10.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9289  -11.3939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0987  -12.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.9206   -8.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0711  -11.4023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3569  -10.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3622  -10.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6488   -9.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9330  -10.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9350  -10.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6489  -11.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2183   -9.7512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2161   -8.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5055   -8.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7888   -8.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7871   -9.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5024  -10.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3504   -9.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0623   -9.3180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3311  -13.0066    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
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  7  8  2  0
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  9 10  1  0
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 11 12  2  0
 12 13  1  0
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  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
M  END

Alternative Forms

1. Parent:

   

   ALA4797327

   ---

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: 398.47

Molecular Weight (Monoisotopic): 398.1967

AlogP: 2.92

#Rotatable Bonds: 3

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: 2.41

CX LogD: 0.89

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.50

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