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

ID: ALA5282292

Max Phase: Preclinical

Molecular Formula: C19H29N7O3S

Molecular Weight: 435.55

Names and Identifiers

Canonical SMILES:  CCNc1ncc2nc(NC3CCN(S(C)(=O)=O)CC3)c(=O)n(C3CCCC3)c2n1

Standard InChI:  InChI=1S/C19H29N7O3S/c1-3-20-19-21-12-15-17(24-19)26(14-6-4-5-7-14)18(27)16(23-15)22-13-8-10-25(11-9-13)30(2,28)29/h12-14H,3-11H2,1-2H3,(H,22,23)(H,20,21,24)

Standard InChI Key:  HCIRRIUPOKDAOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.7833    0.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4998    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.2220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5157   -0.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3416   -0.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 28  1  0
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 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282292

   ---

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: 435.55

Molecular Weight (Monoisotopic): 435.2053

AlogP: 1.57

#Rotatable Bonds: 6

Polar Surface Area: 122.11

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.71

CX LogP: -0.19

CX LogD: -0.19

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -1.50

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