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

ID: ALA5291294

Max Phase: Preclinical

Molecular Formula: C20H32N8O3S

Molecular Weight: 464.60

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H32N8O3S/c1-4-21-20-22-13-16-18(25-20)28(15-7-5-6-8-15)19(29)17(24-16)23-14-9-11-27(12-10-14)32(30,31)26(2)3/h13-15H,4-12H2,1-3H3,(H,23,24)(H,21,22,25)

Standard InChI Key:  WELLYZHVLMOFQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -2.8571    1.4594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    1.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    1.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407    0.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    0.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    0.2220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    1.8724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0487   -1.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -1.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284   -1.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3832   -1.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    1.8723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717    0.2219    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864    0.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584   -0.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    0.2183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2864    0.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2864    1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    0.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    0.2183    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
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291294

   ---

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: 464.60

Molecular Weight (Monoisotopic): 464.2318

AlogP: 1.42

#Rotatable Bonds: 7

Polar Surface Area: 125.35

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.64

CX LogP: -0.20

CX LogD: -0.20

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: -1.48

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