8-cyclopentyl-6-hydrazinyl-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pteridin-7(8H)-one

ID: ALA5281251

Max Phase: Preclinical

Molecular Formula: C17H26N8O3S

Molecular Weight: 422.52

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCC(Nc2ncc3nc(NN)c(=O)n(C4CCCC4)c3n2)CC1

Standard InChI:  InChI=1S/C17H26N8O3S/c1-29(27,28)24-8-6-11(7-9-24)20-17-19-10-13-15(22-17)25(12-4-2-3-5-12)16(26)14(21-13)23-18/h10-12H,2-9,18H2,1H3,(H,21,23)(H,19,20,22)

Standard InChI Key:  XCCCFEGJPRCHRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.3586    1.0468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732    1.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851    1.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -0.1897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.1905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    1.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    1.4598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290   -0.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -1.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559   -0.1942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.0435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    1.4561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010    2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    1.4598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    2.2849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9122   -2.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -2.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
  8 11  2  0
 12  7  1  0
  6 13  1  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 20 23  2  0
  9 24  1  0
 24 25  1  0
 26 12  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281251

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 422.52

Molecular Weight (Monoisotopic): 422.1849

AlogP: 0.42

#Rotatable Bonds: 5

Polar Surface Area: 148.13

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.65

CX LogP: -1.06

CX LogD: -1.06

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.59

References

1. Wang X, Ding L, Jiang H, Yuan X, Xiang L, Tang C..  (2023)  Synthesis and biological evaluation of novel pteridin-7(8H)-one derivatives as potent CDK2 inhibitors.,  88  [PMID:37060933] [10.1016/j.bmcl.2023.129284]

Source

Source(1):

• Scientific Literature