Ethyl (8-cyclohexyl-5-oxoimidazo[1,2-c]pyrimidin-6(5H)-yl)acetate

ID: ALA4764317

PubChem CID: 162661021

Max Phase: Preclinical

Molecular Formula: C16H21N3O3

Molecular Weight: 303.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1cc(C2CCCCC2)c2nccn2c1=O

Standard InChI:  InChI=1S/C16H21N3O3/c1-2-22-14(20)11-18-10-13(12-6-4-3-5-7-12)15-17-8-9-19(15)16(18)21/h8-10,12H,2-7,11H2,1H3

Standard InChI Key:  POGDPLBGCPIOGY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.6352  -22.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6352  -23.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3404  -24.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0457  -23.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3404  -22.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0466  -22.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6579  -22.4371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3295  -21.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5153  -21.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9261  -22.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7526  -24.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7481  -25.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4541  -25.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1636  -25.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1626  -24.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4560  -23.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9280  -24.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9292  -25.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2221  -25.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6375  -25.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6387  -26.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3470  -26.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  5  1  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  1 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 11  1  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764317

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.36

Molecular Weight (Monoisotopic): 303.1583

AlogP: 2.11

#Rotatable Bonds: 4

Polar Surface Area: 65.60

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -1.04

References

1. Jansa J,Jorda R,Škerlová J,Pachl P,Peřina M,Řezníčková E,Heger T,Gucký T,Řezáčová P,Lyčka A,Kryštof V.  (2021)  Imidazo[1,2-c]pyrimidin-5(6H)-one inhibitors of CDK2: Synthesis, kinase inhibition and co-crystal structure.,  216  [PMID:33711765] [10.1016/j.ejmech.2021.113309]

Source

Source(1):

• Scientific Literature