1-Benzyl-4-((3-(dimethylamino)propyl)amino)-5-methylpyrimidin-2(1H)-one

ID: ALA4474247

PubChem CID: 155536855

Max Phase: Preclinical

Molecular Formula: C17H24N4O

Molecular Weight: 300.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(Cc2ccccc2)c(=O)nc1NCCCN(C)C

Standard InChI:  InChI=1S/C17H24N4O/c1-14-12-21(13-15-8-5-4-6-9-15)17(22)19-16(14)18-10-7-11-20(2)3/h4-6,8-9,12H,7,10-11,13H2,1-3H3,(H,18,19,22)

Standard InChI Key:  SEHGADUJFLNHNN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   22.0504   -4.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0492   -5.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7573   -5.6941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4669   -5.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4641   -4.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7555   -4.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3426   -4.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1753   -5.6922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7571   -6.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7530   -3.2396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4647   -6.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4603   -7.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1671   -8.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8759   -7.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8735   -6.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1661   -6.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4595   -2.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4571   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1636   -1.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8725   -2.0075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5790   -1.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8749   -2.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  4  8  2  0
  3  9  1  0
  6 10  1  0
  9 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
 10 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474247

   ---

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: 300.41

Molecular Weight (Monoisotopic): 300.1950

AlogP: 1.96

#Rotatable Bonds: 7

Polar Surface Area: 50.16

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.80

CX LogP: 1.46

CX LogD: 0.05

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.19

References

1. Trifonov L, Nudelman V, Zhenin M, Matsree E, Afri M, Schmerling B, Cohen G, Jozwiak K, Weitman M, Korshin E, Senderowitz H, Shainberg A, Hochhauser E, Gruzman A..  (2018)  Structurally Simple, Readily Available Peptidomimetic 1-Benzyl-5-methyl-4-( n-octylamino)pyrimidin-2(1 H)-one Exhibited Efficient Cardioprotection in a Myocardial Ischemia (MI) Mouse Model.,  61  (24): [PMID:30507195] [10.1021/acs.jmedchem.8b01471]

Source

Source(1):

• Scientific Literature