1-(1-(3-(3-Hydroxyphenoxy)benzyl)piperidin-4-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4873917

PubChem CID: 164626104

Max Phase: Preclinical

Molecular Formula: C23H25N3O4

Molecular Weight: 407.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cccc(Oc4cccc(O)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C23H25N3O4/c1-16-14-26(23(29)24-22(16)28)18-8-10-25(11-9-18)15-17-4-2-6-20(12-17)30-21-7-3-5-19(27)13-21/h2-7,12-14,18,27H,8-11,15H2,1H3,(H,24,28,29)

Standard InChI Key:  RCTVTOQDWGJTAI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   12.4422   -2.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4410   -3.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1491   -3.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8587   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8559   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1473   -2.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5671   -3.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2742   -3.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9827   -3.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6893   -3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6885   -2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9752   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2715   -2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3975   -3.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1047   -3.2389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8122   -3.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5173   -3.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5207   -2.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8127   -2.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1013   -2.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2295   -2.0219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9353   -2.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6419   -2.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6484   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9419   -0.8032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2291   -1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3470   -2.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3587   -0.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5227   -0.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7330   -3.6502    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
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873917

   ---

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: 407.47

Molecular Weight (Monoisotopic): 407.1845

AlogP: 3.18

#Rotatable Bonds: 5

Polar Surface Area: 87.56

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: 7.99

CX LogP: 2.39

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.61

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