1-(5-methyl-2((4-(piperazin-1-yl)phenyl)amino)-8-(pyrrolidine-1-carbonyl)imidazo[1',2':1,6]pyrido[2,3-d]pyrimidin-6-yl)ethan-1-one

ID: ALA4792839

PubChem CID: 162672308

Max Phase: Preclinical

Molecular Formula: C27H30N8O2

Molecular Weight: 498.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(C)c2cnc(Nc3ccc(N4CCNCC4)cc3)nc2n2cc(C(=O)N3CCCC3)nc12

Standard InChI:  InChI=1S/C27H30N8O2/c1-17-21-15-29-27(30-19-5-7-20(8-6-19)33-13-9-28-10-14-33)32-24(21)35-16-22(26(37)34-11-3-4-12-34)31-25(35)23(17)18(2)36/h5-8,15-16,28H,3-4,9-14H2,1-2H3,(H,29,30,32)

Standard InChI Key:  HHCHQSDJGQGHPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.5679  -31.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2827  -31.7022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2810  -30.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9963  -30.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9971  -31.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4226  -30.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7068  -30.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.0401  -31.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7024  -29.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8532  -31.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1390  -31.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4310  -30.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0005  -30.0502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9983  -29.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2877  -28.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5710  -29.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5695  -30.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2847  -30.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1321  -30.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8500  -30.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1252  -29.2089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1128  -33.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6985  -34.0188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9378  -33.3074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4240  -33.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2093  -33.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2113  -32.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4274  -32.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  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
  7 28  1  0
 28 29  1  0
 28 30  2  0
 12 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792839

   ---

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: 498.59

Molecular Weight (Monoisotopic): 498.2492

AlogP: 3.18

#Rotatable Bonds: 5

Polar Surface Area: 107.76

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 2.07

CX LogD: 0.55

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.40

Np Likeness Score: -1.27

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