8-cyclopentyl-6-hydroxy-2-((4-(4-methylpiperazin-1-yl)phenyl)amino)pteridin-7(8H)-one

ID: ALA5288714

Max Phase: Preclinical

Molecular Formula: C22H27N7O2

Molecular Weight: 421.51

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3ncc4nc(O)c(=O)n(C5CCCC5)c4n3)cc2)CC1

Standard InChI:  InChI=1S/C22H27N7O2/c1-27-10-12-28(13-11-27)16-8-6-15(7-9-16)24-22-23-14-18-19(26-22)29(17-4-2-3-5-17)21(31)20(30)25-18/h6-9,14,17H,2-5,10-13H2,1H3,(H,25,30)(H,23,24,26)

Standard InChI Key:  GMGNEQNIJZNIMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.7873    0.3953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991   -0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7890   -1.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -0.8454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    0.3960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284   -0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138   -1.2543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3565   -0.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7861   -0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4991   -1.2527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4991   -2.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -2.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -2.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6430   -2.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4 10  1  0
  8 11  2  0
  9 12  1  0
  1 13  1  0
 13 14  1  0
 15  7  1  0
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 18 19  1  0
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 25 22  1  0
 25 26  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 25 30  1  0
 30 29  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288714

   ---

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: 421.51

Molecular Weight (Monoisotopic): 421.2226

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 99.41

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.98

CX Basic pKa: 7.96

CX LogP: 0.36

CX LogD: 0.28

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.24

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