6-acetyl-2-(5-(4-(2-chloroacetyl)piperazin-1-yl)pyridin-2-ylamino)-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one

ID: ALA4850687

PubChem CID: 162424469

Max Phase: Preclinical

Molecular Formula: C26H30ClN7O3

Molecular Weight: 524.03

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H30ClN7O3/c1-16-20-15-29-26(31-24(20)34(18-5-3-4-6-18)25(37)23(16)17(2)35)30-21-8-7-19(14-28-21)32-9-11-33(12-10-32)22(36)13-27/h7-8,14-15,18H,3-6,9-13H2,1-2H3,(H,28,29,30,31)

Standard InChI Key:  DHXAFRBSJGTAFK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.8128  -28.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5181  -28.5769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5181  -26.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2234  -27.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3974  -27.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7475  -26.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0436  -27.3566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2876  -25.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5828  -26.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7030  -25.7091    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.2857  -24.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
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  3  6  1  0
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  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
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 18 19  1  0
 19 20  1  0
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  3 16  1  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
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 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  1  0
 33 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850687

   ---

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: 524.03

Molecular Weight (Monoisotopic): 523.2099

AlogP: 3.44

#Rotatable Bonds: 6

Polar Surface Area: 113.32

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.34

CX Basic pKa: 3.53

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.39

Np Likeness Score: -1.24

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