5-Methyl-1-(1-(3-(m-tolyloxy)benzyl)piperidin-4-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4876042

PubChem CID: 164627230

Max Phase: Preclinical

Molecular Formula: C24H27N3O3

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(Oc2cccc(CN3CCC(n4cc(C)c(=O)[nH]c4=O)CC3)c2)c1

Standard InChI:  InChI=1S/C24H27N3O3/c1-17-5-3-7-21(13-17)30-22-8-4-6-19(14-22)16-26-11-9-20(10-12-26)27-15-18(2)23(28)25-24(27)29/h3-8,13-15,20H,9-12,16H2,1-2H3,(H,25,28,29)

Standard InChI Key:  VEUQBKXFERTJQH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.0394  -29.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0383  -30.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7463  -31.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4560  -30.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4531  -29.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7445  -29.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1643  -31.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8714  -30.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5800  -31.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2866  -30.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2857  -29.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5724  -29.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8687  -29.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9947  -31.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7020  -30.6602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4094  -31.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1146  -30.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1179  -29.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4099  -29.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6986  -29.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8267  -29.4432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5325  -29.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2392  -29.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2456  -28.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5392  -28.2245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8263  -28.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9442  -29.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9559  -28.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1199  -28.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3302  -31.0715    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23 27  1  0
 24 28  2  0
 26 29  2  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876042

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.2052

AlogP: 3.78

#Rotatable Bonds: 5

Polar Surface Area: 67.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: 8.03

CX LogP: 3.53

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -1.01

References

1. Song L, Merceron R, Hulpia F, Lucía A, Gracia B, Jian Y, Risseeuw MDP, Verstraelen T, Cos P, Aínsa JA, Boshoff HI, Munier-Lehmann H, Savvides SN, Van Calenbergh S..  (2021)  Structure-aided optimization of non-nucleoside M. tuberculosis thymidylate kinase inhibitors.,  225  [PMID:34450493] [10.1016/j.ejmech.2021.113784]

Source

Source(1):

• Scientific Literature