6-hydroxy-2-((1-(methylsulfonyl)piperidin-4-yl)amino)-8-(pyrrolidin-3-yl)pteridin-7(8H)-one

ID: ALA5280538

Max Phase: Preclinical

Molecular Formula: C16H23N7O4S

Molecular Weight: 409.47

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCC(Nc2ncc3nc(O)c(=O)n(C4CCNC4)c3n2)CC1

Standard InChI:  InChI=1S/C16H23N7O4S/c1-28(26,27)22-6-3-10(4-7-22)19-16-18-9-12-13(21-16)23(11-2-5-17-8-11)15(25)14(24)20-12/h9-11,17H,2-8H2,1H3,(H,20,24)(H,18,19,21)

Standard InChI Key:  QEUJAPLBDWRCOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.1279    0.1891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397   -0.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297   -1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133   -1.0516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    0.1897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691   -0.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2691   -1.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544   -1.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837    0.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -1.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013    0.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0159   -0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161   -1.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4454   -0.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336    0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1585   -1.4590    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1585   -2.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718   -0.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837   -1.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8872    1.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    2.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    2.2841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    1.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 23  2  0
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 27 28  1  0
 28 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280538

   ---

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: 409.47

Molecular Weight (Monoisotopic): 409.1532

AlogP: -0.74

#Rotatable Bonds: 4

Polar Surface Area: 142.34

Molecular Species: ZWITTERION

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.10

CX Basic pKa: 9.95

CX LogP: -4.32

CX LogD: -4.32

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.26

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