6-acetyl-8-cyclopentyl-2-(4-pyrrolidin-1-ylanilino)pteridin-7-one

ID: ALA5220252

PubChem CID: 168298729

Max Phase: Preclinical

Molecular Formula: C23H26N6O2

Molecular Weight: 418.50

Names and Identifiers

Canonical SMILES:  CC(=O)c1nc2cnc(Nc3ccc(N4CCCC4)cc3)nc2n(C2CCCC2)c1=O

Standard InChI:  InChI=1S/C23H26N6O2/c1-15(30)20-22(31)29(18-6-2-3-7-18)21-19(26-20)14-24-23(27-21)25-16-8-10-17(11-9-16)28-12-4-5-13-28/h8-11,14,18H,2-7,12-13H2,1H3,(H,24,25,27)

Standard InChI Key:  SDRUIRUVJRQJDP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.4263    2.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117    2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    1.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7099    1.0488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263    1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    2.6984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    1.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    1.0480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    1.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    2.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    3.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587    2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147    0.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1271   -1.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -1.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    1.0443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -0.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271   -1.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538   -1.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -0.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -2.2543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -2.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7296   -3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -3.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092   -2.7390    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
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 16 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
  6 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
 24 27  1  0
 28 27  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220252

   ---

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: 418.50

Molecular Weight (Monoisotopic): 418.2117

AlogP: 3.85

#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: 5.98

CX LogP: 4.04

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.17

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