8-[4-(5-Oxo-5,6-dihydroimidazo[1,2-c]pyrimidin-8-yl)phenyl]imidazo[1,2-c]pyrimidin-5(6H)-one dihydrochloride

ID: ALA4742111

PubChem CID: 162647295

Max Phase: Preclinical

Molecular Formula: C18H14Cl2N6O2

Molecular Weight: 344.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.O=c1[nH]cc(-c2ccc(-c3c[nH]c(=O)n4ccnc34)cc2)c2nccn12

Standard InChI:  InChI=1S/C18H12N6O2.2ClH/c25-17-21-9-13(15-19-5-7-23(15)17)11-1-2-12(4-3-11)14-10-22-18(26)24-8-6-20-16(14)24;;/h1-10H,(H,21,25)(H,22,26);2*1H

Standard InChI Key:  OPTBCRRXDDSMMU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   20.9457   -4.9155    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.6480   -1.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6480   -2.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3533   -3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0586   -2.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3533   -1.5188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0594   -1.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6707   -1.3882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3424   -0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5282   -0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9389   -1.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7655   -3.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7609   -3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4670   -4.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1765   -3.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1755   -3.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4688   -2.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8824   -4.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8799   -5.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5833   -5.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2937   -5.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5883   -3.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2921   -4.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9050   -3.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5800   -3.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7662   -3.1847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9985   -5.6263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3696   -2.4433    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  6  1  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  2 11  2  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 15 18  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 21 27  2  0
M  END

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: 344.33

Molecular Weight (Monoisotopic): 344.1022

AlogP: 1.69

#Rotatable Bonds: 2

Polar Surface Area: 100.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.10

CX Basic pKa: ┄

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.45

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