4-((8-cyclopentyl-2-hydrazinyl-7-oxo-7,8-dihydropteridin-6-yl)amino)-N,N-dimethylpiperidine-1-sulfonamide

ID: ALA5288724

Max Phase: Preclinical

Molecular Formula: C18H29N9O3S

Molecular Weight: 451.56

Names and Identifiers

Canonical SMILES:  CN(C)S(=O)(=O)N1CCC(Nc2nc3cnc(NN)nc3n(C3CCCC3)c2=O)CC1

Standard InChI:  InChI=1S/C18H29N9O3S/c1-25(2)31(29,30)26-9-7-12(8-10-26)21-15-17(28)27(13-5-3-4-6-13)16-14(22-15)11-20-18(23-16)24-19/h11-13H,3-10,19H2,1-2H3,(H,21,22)(H,20,23,24)

Standard InChI Key:  CMNNEZPAZKKYOW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -3.2144    1.4594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980    0.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    0.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    0.2220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586    0.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3586    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    1.8723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    0.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6609   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7406   -1.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559    1.8723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851    1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    0.2220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    0.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -0.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6270   -0.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290    0.2183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6437    0.6309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    0.2220    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
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
  8 11  2  0
 12  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
  9 17  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 18 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  2  0
  6 28  1  0
 28 29  1  0
 25 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288724

   ---

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: 451.56

Molecular Weight (Monoisotopic): 451.2114

AlogP: 0.27

#Rotatable Bonds: 6

Polar Surface Area: 151.37

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.26

CX LogP: -0.64

CX LogD: -0.64

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.54

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