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

ID: ALA4874579

PubChem CID: 134693702

Max Phase: Preclinical

Molecular Formula: C22H23ClN4O3

Molecular Weight: 426.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cncc(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)18-5-7-26(8-6-18)14-16-9-20(12-24-11-16)30-19-4-2-3-17(23)10-19/h2-4,9-13,18H,5-8,14H2,1H3,(H,25,28,29)

Standard InChI Key:  RNTPQXGZOHDUAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   12.6320  -29.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6309  -30.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3389  -31.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0486  -30.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0458  -29.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3371  -29.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7569  -31.2108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4640  -30.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1726  -31.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8792  -30.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8783  -29.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1650  -29.5767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4614  -29.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5873  -31.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2946  -30.8005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0020  -31.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7072  -30.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7105  -29.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0025  -29.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2912  -29.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4193  -29.5835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1251  -29.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8318  -29.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8382  -28.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1318  -28.3649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4189  -28.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5368  -30.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5486  -28.3735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7126  -28.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9229  -31.2118    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:

   

   ALA4874579

   ---

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: 7.26

CX LogP: 2.40

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.22

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