8-Cyclohexyl-6-(3-hydroxypropyl)imidazo[1,2-c]pyrimidin-5(6H)-one

ID: ALA4745418

PubChem CID: 162647956

Max Phase: Preclinical

Molecular Formula: C15H21N3O2

Molecular Weight: 275.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1n(CCCO)cc(C2CCCCC2)c2nccn12

Standard InChI:  InChI=1S/C15H21N3O2/c19-10-4-8-17-11-13(12-5-2-1-3-6-12)14-16-7-9-18(14)15(17)20/h7,9,11-12,19H,1-6,8,10H2

Standard InChI Key:  QEIMEFKQKMFRHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    8.7869  -22.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869  -23.6490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4921  -24.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1974  -23.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4921  -22.4191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1983  -22.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8096  -22.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4812  -21.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6670  -21.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0778  -22.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9043  -24.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8998  -24.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6058  -25.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3153  -24.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3143  -24.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6077  -23.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0798  -24.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0809  -24.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3738  -25.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3750  -26.1026    0.0000 O   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  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745418

   ---

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: 275.35

Molecular Weight (Monoisotopic): 275.1634

AlogP: 1.93

#Rotatable Bonds: 4

Polar Surface Area: 59.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.93

Np Likeness Score: -0.82

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