1-(1-((2-(3-Chlorophenoxy)pyridin-4-yl)methyl)piperidin-4-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4872239

PubChem CID: 164619442

Max Phase: Preclinical

Molecular Formula: C22H23ClN4O3

Molecular Weight: 426.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3ccnc(Oc4cccc(Cl)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C22H23ClN4O3/c1-15-13-27(22(29)25-21(15)28)18-6-9-26(10-7-18)14-16-5-8-24-20(11-16)30-19-4-2-3-17(23)12-19/h2-5,8,11-13,18H,6-7,9-10,14H2,1H3,(H,25,28,29)

Standard InChI Key:  PGRSUPJKEDVVNG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    0.9396   -7.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9384   -8.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6465   -9.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -8.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533   -7.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447   -7.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0645   -9.0930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7716   -8.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -9.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867   -8.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1859   -7.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4726   -7.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689   -7.8702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8949   -9.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6022   -8.6827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3096   -9.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0147   -8.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0181   -7.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3101   -7.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987   -7.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7269   -7.4657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4327   -7.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1394   -7.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1458   -6.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4393   -6.2470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7265   -6.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8444   -7.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8561   -6.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0201   -6.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2304   -9.0940    0.0000 Cl  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:

   

   ALA4872239

   ---

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: 426.90

Molecular Weight (Monoisotopic): 426.1459

AlogP: 3.52

#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: 7.38

CX LogP: 3.00

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.46

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