2-(4-(6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl)piperazin-1-yl)acetonitrile

ID: ALA4866230

PubChem CID: 164620548

Max Phase: Preclinical

Molecular Formula: C26H30N8O2

Molecular Weight: 486.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(C)c2cnc(Nc3ccc(N4CCN(CC#N)CC4)cn3)nc2n(C2CCCC2)c1=O

Standard InChI:  InChI=1S/C26H30N8O2/c1-17-21-16-29-26(31-24(21)34(19-5-3-4-6-19)25(36)23(17)18(2)35)30-22-8-7-20(15-28-22)33-13-11-32(10-9-27)12-14-33/h7-8,15-16,19H,3-6,10-14H2,1-2H3,(H,28,29,30,31)

Standard InChI Key:  YLFYRLARONEOML-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.1416   -3.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8469   -4.0117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8469   -2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5522   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5506   -3.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2548   -4.0127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9611   -3.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9588   -2.7872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2540   -2.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4345   -4.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8469   -1.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4327   -2.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4303   -1.5663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7262   -2.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8514   -4.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1910   -5.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6692   -4.0136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3765   -3.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0830   -4.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7898   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7894   -2.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0763   -2.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3724   -2.7914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4962   -2.3779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2048   -2.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4943   -1.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2010   -1.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9097   -1.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6164   -1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9116   -2.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3251   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0324   -1.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  2 11  2  0
  4 12  1  0
  1 13  1  0
 13 14  2  0
 13 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  3 16  1  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 29 34  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 33 35  1  0
 35 36  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866230

   ---

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: 486.58

Molecular Weight (Monoisotopic): 486.2492

AlogP: 3.20

#Rotatable Bonds: 6

Polar Surface Area: 120.04

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: 4.11

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: -1.38

References

1. Shan H, Ma X, Yan G, Luo M, Zhong X, Lan S, Yang J, Liu Y, Pu C, Tong Y, Li R..  (2021)  Discovery of a novel covalent CDK4/6 inhibitor based on palbociclib scaffold.,  219  [PMID:33857728] [10.1016/j.ejmech.2021.113432]

Source

Source(1):

• Scientific Literature