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

ID: ALA4876372

PubChem CID: 163409032

Max Phase: Preclinical

Molecular Formula: C23H23Cl2N3O3

Molecular Weight: 460.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cccc(Oc4cc(Cl)cc(Cl)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C23H23Cl2N3O3/c1-15-13-28(23(30)26-22(15)29)19-5-7-27(8-6-19)14-16-3-2-4-20(9-16)31-21-11-17(24)10-18(25)12-21/h2-4,9-13,19H,5-8,14H2,1H3,(H,26,29,30)

Standard InChI Key:  CAJAIKQLVPYCOI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   14.3655  -13.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3643  -14.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0724  -14.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7820  -14.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7792  -13.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0706  -13.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4904  -14.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1974  -14.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9060  -14.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6126  -14.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6118  -13.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8985  -13.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1948  -13.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3208  -14.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0280  -14.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7355  -14.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4406  -14.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4439  -13.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7359  -13.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0246  -13.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1528  -13.0540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8585  -13.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5652  -13.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5717  -12.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8652  -11.8353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1523  -12.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2703  -13.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2820  -11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4460  -11.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0681  -12.2287    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.6563  -14.6823    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
  6 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876372

   ---

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: 460.36

Molecular Weight (Monoisotopic): 459.1116

AlogP: 4.78

#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: 8.01

CX LogP: 4.22

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.09

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