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

ID: ALA4748471

PubChem CID: 134253164

Max Phase: Preclinical

Molecular Formula: C19H27N5O4S

Molecular Weight: 421.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1[C@H](O)CC[C@H]1n1c(=O)ccc2cnc(NC3CCN(S(C)(=O)=O)CC3)nc21

Standard InChI:  InChI=1S/C19H27N5O4S/c1-12-15(4-5-16(12)25)24-17(26)6-3-13-11-20-19(22-18(13)24)21-14-7-9-23(10-8-14)29(2,27)28/h3,6,11-12,14-16,25H,4-5,7-10H2,1-2H3,(H,20,21,22)/t12-,15+,16+/m0/s1

Standard InChI Key:  ZBYFYISKUULBLB-APHBMKBZSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    1.8573  -17.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700  -18.6675    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784  -17.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8097  -19.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8086  -19.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5166  -20.3128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5148  -18.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2235  -19.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2223  -19.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9324  -20.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6482  -19.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6494  -19.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9347  -18.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3548  -20.3185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9335  -21.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2710  -21.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5213  -22.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3386  -22.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5932  -21.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1005  -20.3118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932  -19.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932  -19.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899  -18.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9795  -19.0813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768  -19.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847  -20.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641  -19.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3711  -21.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8171  -23.0571    0.0000 O   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  1
  5 20  1  0
 20 21  1  0
 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
 19 28  1  6
 18 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4748471

   ---

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: 421.52

Molecular Weight (Monoisotopic): 421.1784

AlogP: 0.96

#Rotatable Bonds: 4

Polar Surface Area: 117.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.70

CX LogP: -0.59

CX LogD: -0.59

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -0.75

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