3-Bromo-8-phenylimidazo[1,2-c]pyrimidin-5(6H)-one

ID: ALA4743433

PubChem CID: 162647341

Max Phase: Preclinical

Molecular Formula: C12H8BrN3O

Molecular Weight: 290.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]cc(-c2ccccc2)c2ncc(Br)n12

Standard InChI:  InChI=1S/C12H8BrN3O/c13-10-7-14-11-9(6-15-12(17)16(10)11)8-4-2-1-3-5-8/h1-7H,(H,15,17)

Standard InChI Key:  RDZWIRNVBCHOTA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.2794  -12.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794  -12.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847  -13.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900  -12.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847  -11.6677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6909  -12.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021  -11.5371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738  -10.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596  -10.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703  -11.6776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3969  -13.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3923  -14.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984  -14.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079  -14.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8069  -13.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1002  -12.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6176  -10.2550    0.0000 Br  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  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743433

   ---

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: 290.12

Molecular Weight (Monoisotopic): 288.9851

AlogP: 2.45

#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: 10.27

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: -0.61

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