5-Methyl-1-(1-((5-phenoxypyridin-3-yl)methyl)piperidin-4-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4873388

PubChem CID: 164620411

Max Phase: Preclinical

Molecular Formula: C22H24N4O3

Molecular Weight: 392.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cncc(Oc4ccccc4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C22H24N4O3/c1-16-14-26(22(28)24-21(16)27)18-7-9-25(10-8-18)15-17-11-20(13-23-12-17)29-19-5-3-2-4-6-19/h2-6,11-14,18H,7-10,15H2,1H3,(H,24,27,28)

Standard InChI Key:  XXKFUPFSZWFSHW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.0560   -7.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7640   -8.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4737   -7.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4709   -7.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7622   -6.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1820   -8.2923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8891   -7.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5977   -8.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3043   -7.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3034   -7.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5901   -6.6582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8865   -7.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0124   -8.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7197   -7.8820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4271   -8.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1323   -7.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1356   -7.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4276   -6.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7163   -7.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8444   -6.6650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5502   -7.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2569   -6.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2633   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5569   -5.4464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8440   -5.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9619   -7.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9737   -5.4550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1377   -5.4403    0.0000 O   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
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 12 13  2  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA4873388

   ---

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: 392.46

Molecular Weight (Monoisotopic): 392.1848

AlogP: 2.87

#Rotatable Bonds: 5

Polar Surface Area: 80.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: 7.27

CX LogP: 1.80

CX LogD: 1.56

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -0.95

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