3-(5-Amino-pentyl)-6-(3-ethyl-4-methyl-phenylamino)-1H-pyrimidine-2,4-dione hydrochloride

ID: ALA557173

PubChem CID: 11632026

Max Phase: Preclinical

Molecular Formula: C18H27ClN4O2

Molecular Weight: 330.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(Nc2cc(=O)n(CCCCCN)c(=O)[nH]2)ccc1C.Cl

Standard InChI:  InChI=1S/C18H26N4O2.ClH/c1-3-14-11-15(8-7-13(14)2)20-16-12-17(23)22(18(24)21-16)10-6-4-5-9-19;/h7-8,11-12,20H,3-6,9-10,19H2,1-2H3,(H,21,24);1H

Standard InChI Key:  WOIXWEJBMWKXKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
    7.6894   -2.2630    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4972    0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2007    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1903   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1877   -7.2109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7980    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5291   -1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8004    2.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  5  7  2  0
  6  7  1  0
  5  8  1  0
  3  9  2  0
  6 11  2  0
  8 12  1  0
 10 13  2  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
  2 16  1  0
 12 17  2  0
 15 17  1  0
 10 19  1  0
 14 20  1  0
 18 21  1  0
 16 22  1  0
 21 23  1  0
 22 24  1  0
 23 24  1  0
 19 25  1  0
M  END

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: 330.43

Molecular Weight (Monoisotopic): 330.2056

AlogP: 2.28

#Rotatable Bonds: 8

Polar Surface Area: 92.91

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.74

CX Basic pKa: 10.06

CX LogP: 2.12

CX LogD: 0.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.84

References

1. Zhi C, Long ZY, Manikowski A, Brown NC, Tarantino PM, Holm K, Dix EJ, Wright GE, Foster KA, Butler MM, LaMarr WA, Skow DJ, Motorina I, Lamothe S, Storer R..  (2005)  Synthesis and antibacterial activity of 3-substituted-6-(3-ethyl-4-methylanilino)uracils.,  48  (22): [PMID:16250666] [10.1021/jm050517r]

Source

Source(1):

• Scientific Literature