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

ID: ALA4856596

PubChem CID: 164610285

Max Phase: Preclinical

Molecular Formula: C22H24N4O3

Molecular Weight: 392.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cc(Oc4ccccc4)ccn3)CC2)c(=O)[nH]c1=O

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

Standard InChI Key:  QLEFPHRANNVBDM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.1820   -8.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8900   -8.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997   -8.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5968   -7.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -6.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3080   -8.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151   -8.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7237   -8.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302   -8.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4294   -7.2512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161   -6.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124   -7.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -8.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8457   -8.0678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531   -8.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2582   -8.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2616   -7.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5536   -6.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422   -7.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9704   -6.8508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6762   -7.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3829   -6.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3893   -6.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6828   -5.6321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9700   -6.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0879   -7.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0996   -5.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636   -5.6260    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4856596

   ---

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: 7.23

CX LogP: 1.88

CX LogD: 1.65

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