2,5,7-Trimethyl-3-[4-(2-pyridin-2-ylpiperazin-1-yl)methyl]imidazo[1,2-c]pyrimidine

ID: ALA562384

PubChem CID: 45269161

Max Phase: Preclinical

Molecular Formula: C19H24N6

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2nc(C)c(CN3CCN(c4ccccn4)CC3)n2c(C)n1

Standard InChI:  InChI=1S/C19H24N6/c1-14-12-19-22-15(2)17(25(19)16(3)21-14)13-23-8-10-24(11-9-23)18-6-4-5-7-20-18/h4-7,12H,8-11,13H2,1-3H3

Standard InChI Key:  URKAJHJBVOPDPZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.7914   -4.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -4.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -5.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -3.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -4.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -4.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -5.0907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929   -4.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7321   -4.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229   -2.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4840   -2.7996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390   -2.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0980   -2.4566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430   -3.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0361   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050   -2.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570   -2.8982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2640   -2.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5189   -1.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9669   -1.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059   -5.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  6  1  0
  1  2  1  0
  5  4  1  0
  6  7  2  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7  8  1  0
  8  9  2  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  1  2  0
 20 21  2  0
  8 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
  9 11  1  0
  2 24  1  0
  4 25  1  0
 11 12  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA562384

   2,5,7-Trimethyl-3-[4-(2-pyridin-2-ylpiperazin-1-yl)methyl]imidazo[1,2-c]pyrimidine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.44

Molecular Weight (Monoisotopic): 336.2062

AlogP: 2.37

#Rotatable Bonds: 3

Polar Surface Area: 49.56

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.82

CX LogP: 0.92

CX LogD: 0.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -2.20

References

1. Linz S, Müller J, Hübner H, Gmeiner P, Troschütz R..  (2009)  Design, synthesis and dopamine D4 receptor binding activities of new N-heteroaromatic 5/6-ring Mannich bases.,  17  (13): [PMID:19481941] [10.1016/j.bmc.2009.05.015]

Source

Source(1):

• Scientific Literature