6-acetyl-8-cyclopentyl-2-[4-(1-piperidyl)anilino]pteridin-7-one

ID: ALA5220759

PubChem CID: 168299340

Max Phase: Preclinical

Molecular Formula: C24H28N6O2

Molecular Weight: 432.53

Names and Identifiers

Canonical SMILES:  CC(=O)c1nc2cnc(Nc3ccc(N4CCCCC4)cc3)nc2n(C2CCCC2)c1=O

Standard InChI:  InChI=1S/C24H28N6O2/c1-16(31)21-23(32)30(19-7-3-4-8-19)22-20(27-21)15-25-24(28-22)26-17-9-11-18(12-10-17)29-13-5-2-6-14-29/h9-12,15,19H,2-8,13-14H2,1H3,(H,25,26,28)

Standard InChI Key:  PQJVLWPNSCZDOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.7117    2.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4294    2.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    1.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    1.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    1.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    2.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8587    2.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3820   -0.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8587   -0.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -2.0637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -3.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -3.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  6  1  0
  6  5  2  0
  3  7  1  0
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  9  8  1  0
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  4 10  1  0
  9 11  2  0
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 12 14  1  0
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  6 20  1  0
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 24 27  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220759

   ---

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: 432.53

Molecular Weight (Monoisotopic): 432.2274

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 93.01

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.40

CX LogP: 4.49

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -1.14

References

1. He H, Liu Q, Chen L, Wang J, Yuan Y, Li H, Qian X, Zhao Z, Chen Z..  (2022)  Design, synthesis and biological evaluation of pteridine-7(8H)-one derivatives as potent and selective CDK4/6 inhibitors.,  76  [PMID:36130661] [10.1016/j.bmcl.2022.128991]

Source

Source(1):

• Scientific Literature