2-((4-chlorophenyl)amino)-5,8-dimethylimidazo[1',2':1,6]pyrido[2,3-d]pyrimidine-6-carbonitrile

ID: ALA4777250

PubChem CID: 162643221

Max Phase: Preclinical

Molecular Formula: C18H13ClN6

Molecular Weight: 348.80

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H13ClN6/c1-10-9-25-16(22-10)14(7-20)11(2)15-8-21-18(24-17(15)25)23-13-5-3-12(19)4-6-13/h3-6,8-9H,1-2H3,(H,21,23,24)

Standard InChI Key:  BZIJUZKYOHEUHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   23.3740   -3.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3728   -4.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0876   -4.6027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0858   -2.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8013   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8020   -4.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2276   -3.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5117   -2.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2324   -4.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5157   -4.5934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6855   -5.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5071   -5.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8450   -4.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5073   -2.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9371   -2.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6491   -2.5175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6581   -4.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9179   -6.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9439   -4.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9491   -3.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2358   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5200   -3.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5220   -4.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2359   -4.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8053   -2.9508    0.0000 Cl  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
 15 16  3  0
  7 15  1  0
  2 17  1  0
 12 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777250

   ---

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: 348.80

Molecular Weight (Monoisotopic): 348.0890

AlogP: 4.16

#Rotatable Bonds: 2

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.65

CX Basic pKa: 4.06

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -1.63

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