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

ID: ALA4863370

PubChem CID: 164622613

Max Phase: Preclinical

Molecular Formula: C23H23F2N3O3

Molecular Weight: 427.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cccc(Oc4ccc(F)c(F)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C23H23F2N3O3/c1-15-13-28(23(30)26-22(15)29)17-7-9-27(10-8-17)14-16-3-2-4-18(11-16)31-19-5-6-20(24)21(25)12-19/h2-6,11-13,17H,7-10,14H2,1H3,(H,26,29,30)

Standard InChI Key:  LTLZKLNPKCECTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    2.1158  -10.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147  -11.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8228  -11.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5324  -11.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5296  -10.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -9.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408  -11.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9478  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6564  -11.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3630  -11.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3622  -10.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6488   -9.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452  -10.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0712  -11.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7784  -11.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858  -11.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1910  -11.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1943  -10.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4863   -9.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7750  -10.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9031   -9.9627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6089  -10.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3156   -9.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3220   -9.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6156   -8.7440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9027   -9.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0207  -10.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0324   -8.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1964   -8.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4080   -9.9550    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4067  -11.5910    0.0000 F   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
  1 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863370

   ---

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: 427.45

Molecular Weight (Monoisotopic): 427.1707

AlogP: 3.75

#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: 8.02

CX LogP: 3.30

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -1.32

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