5,8-dimethyl-2-(phenylamino)imidazo[1',2':1,6]pyrido[2,3-d]pyrimidine-6-carbonitrile

ID: ALA4793422

PubChem CID: 162674272

Max Phase: Preclinical

Molecular Formula: C18H14N6

Molecular Weight: 314.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn2c(n1)c(C#N)c(C)c1cnc(Nc3ccccc3)nc12

Standard InChI:  InChI=1S/C18H14N6/c1-11-10-24-16(21-11)14(8-19)12(2)15-9-20-18(23-17(15)24)22-13-6-4-3-5-7-13/h3-7,9-10H,1-2H3,(H,20,22,23)

Standard InChI Key:  XQLRYJBTUSYPJV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   12.3617   -3.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3604   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0753   -4.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0735   -2.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7889   -3.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7897   -3.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2153   -3.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4994   -2.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2201   -3.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5034   -4.3559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6731   -5.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4948   -5.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8328   -4.4991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4950   -1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9248   -2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6368   -2.2801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6456   -4.3645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9056   -5.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9315   -3.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9367   -3.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2233   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5075   -3.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5095   -3.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2234   -4.3640    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4793422

   ---

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: 314.35

Molecular Weight (Monoisotopic): 314.1280

AlogP: 3.51

#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: 12.90

CX Basic pKa: 4.06

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.46

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