8-(Cyclopent-1-en-1-yl)imidazo[1,2-c]pyrimidin-5(6H)-one

ID: ALA4744723

PubChem CID: 162648507

Max Phase: Preclinical

Molecular Formula: C11H11N3O

Molecular Weight: 201.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]cc(C2=CCCC2)c2nccn12

Standard InChI:  InChI=1S/C11H11N3O/c15-11-13-7-9(8-3-1-2-4-8)10-12-5-6-14(10)11/h3,5-7H,1-2,4H2,(H,13,15)

Standard InChI Key:  YHDUJCGKVTXCJJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   31.7260   -2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7260   -3.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4313   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1366   -3.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4313   -1.8655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1374   -2.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7487   -1.7349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4203   -0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6062   -1.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0169   -1.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8435   -3.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9243   -4.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7233   -4.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1333   -3.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5876   -3.1746    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  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744723

   ---

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: 201.23

Molecular Weight (Monoisotopic): 201.0902

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 50.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.46

CX Basic pKa: ┄

CX LogP: 1.13

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.76

Np Likeness Score: -0.57

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