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

ID: ALA4868671

PubChem CID: 164624224

Max Phase: Preclinical

Molecular Formula: C22H23ClN4O3

Molecular Weight: 426.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cc(Oc4cccc(Cl)c4)ccn3)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)14-17-12-20(5-8-24-17)30-19-4-2-3-16(23)11-19/h2-5,8,11-13,18H,6-7,9-10,14H2,1H3,(H,25,28,29)

Standard InChI Key:  JRDUGOGZIRVWRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.7340  -26.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7329  -26.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4409  -27.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1506  -26.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1477  -26.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4391  -25.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8589  -27.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5660  -26.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2746  -27.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9812  -26.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9803  -26.0714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2670  -25.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5633  -26.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6893  -27.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3966  -26.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1040  -27.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8091  -26.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8125  -26.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1045  -25.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3932  -26.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5213  -25.6709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2271  -26.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9338  -25.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9402  -24.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2337  -24.4522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5209  -24.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6388  -26.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6505  -24.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8145  -24.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0248  -27.2992    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:

   

   ALA4868671

   ---

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: 7.22

CX LogP: 2.48

CX LogD: 2.26

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.19

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