6-chloro-8-cyclopentyl-2-[[(3S,4R)-3-fluoro-1-methylsulfonyl-4-piperidyl]amino]pyrido[2,3-d]pyrimidin-7-one

ID: ALA4755392

PubChem CID: 134253119

Max Phase: Preclinical

Molecular Formula: C18H23ClFN5O3S

Molecular Weight: 443.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CC[C@@H](Nc2ncc3cc(Cl)c(=O)n(C4CCCC4)c3n2)[C@@H](F)C1

Standard InChI:  InChI=1S/C18H23ClFN5O3S/c1-29(27,28)24-7-6-15(14(20)10-24)22-18-21-9-11-8-13(19)17(26)25(16(11)23-18)12-4-2-3-5-12/h8-9,12,14-15H,2-7,10H2,1H3,(H,21,22,23)/t14-,15+/m0/s1

Standard InChI Key:  HEPANBXIOOHVED-LSDHHAIUSA-N

Molfile:  

 
     RDKit          2D

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   20.2193  -11.9483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6320  -12.6582    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0404  -11.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1718  -13.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1706  -13.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8787  -14.3035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8769  -12.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5855  -13.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5843  -13.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2944  -14.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0102  -13.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0114  -13.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2968  -12.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7168  -14.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2955  -15.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6331  -15.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8834  -16.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7006  -16.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9552  -15.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4626  -14.3026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7552  -13.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7552  -13.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0519  -12.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3415  -13.0721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3389  -13.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0467  -14.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9261  -13.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7201  -12.6666    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.4636  -12.6691    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 15 10  1  0
  5 20  1  0
 21 20  1  6
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24  2  1  0
  2 27  1  0
 12 28  1  0
 22 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4755392

   ---

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: 443.93

Molecular Weight (Monoisotopic): 443.1194

AlogP: 2.34

#Rotatable Bonds: 4

Polar Surface Area: 97.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: 2.56

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -1.46

References

1. Abdel-Magid AF..  (2021)  Potential of Cyclin-Dependent Kinase Inhibitors as Cancer Therapy.,  12  (2): [PMID:33603963] [10.1021/acsmedchemlett.1c00017]

Source

Source(1):

• Scientific Literature