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

ID: ALA4865732

PubChem CID: 164623245

Max Phase: Preclinical

Molecular Formula: C23H23F3N4O4

Molecular Weight: 476.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cncc(Oc4cccc(OC(F)(F)F)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C23H23F3N4O4/c1-15-13-30(22(32)28-21(15)31)17-5-7-29(8-6-17)14-16-9-20(12-27-11-16)33-18-3-2-4-19(10-18)34-23(24,25)26/h2-4,9-13,17H,5-8,14H2,1H3,(H,28,31,32)

Standard InChI Key:  CIVCDVXSYVWNOK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.3579   -3.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663   -2.9567    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7762   -2.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9011   -4.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2693   -2.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9760   -2.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9824   -1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2760   -1.2325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5631   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6810   -2.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6927   -1.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0670   -4.0794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6516   -4.0783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 24 25  1  0
 24 29  1  0
 25 26  2  0
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 28 29  1  0
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 27 31  2  0
 29 32  2  0
  5 33  1  0
 33  2  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865732

   ---

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: 476.46

Molecular Weight (Monoisotopic): 476.1671

AlogP: 3.77

#Rotatable Bonds: 6

Polar Surface Area: 89.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: 7.26

CX LogP: 3.23

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: -1.05

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