1-Benzyl-4-(benzylamino)-5-methylpyrimidin-2(1H)-one

ID: ALA4565182

PubChem CID: 155560175

Max Phase: Preclinical

Molecular Formula: C19H19N3O

Molecular Weight: 305.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(Cc2ccccc2)c(=O)nc1NCc1ccccc1

Standard InChI:  InChI=1S/C19H19N3O/c1-15-13-22(14-17-10-6-3-7-11-17)19(23)21-18(15)20-12-16-8-4-2-5-9-16/h2-11,13H,12,14H2,1H3,(H,20,21,23)

Standard InChI Key:  NSBNPBGFWZGBFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   29.3225   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3214   -5.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0294   -5.5827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7391   -5.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7363   -4.3506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0277   -3.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6147   -3.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4475   -5.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0292   -6.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0252   -3.1281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7368   -6.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7325   -7.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4393   -8.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1481   -7.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1457   -6.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4383   -6.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7317   -2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7293   -1.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4412   -1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4391   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7296   -0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0208   -0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0264   -1.4984    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  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4565182

   ---

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: 305.38

Molecular Weight (Monoisotopic): 305.1528

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -0.95

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