1-(1-((6-(4-Hydroxyphenoxy)pyridin-2-yl)methyl)piperidin-4-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4871611

PubChem CID: 164621583

Max Phase: Preclinical

Molecular Formula: C22H24N4O4

Molecular Weight: 408.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cccc(Oc4ccc(O)cc4)n3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C22H24N4O4/c1-15-13-26(22(29)24-21(15)28)17-9-11-25(12-10-17)14-16-3-2-4-20(23-16)30-19-7-5-18(27)6-8-19/h2-8,13,17,27H,9-12,14H2,1H3,(H,24,28,29)

Standard InChI Key:  VAHUNDWYBUZVIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.3729  -22.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718  -23.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0798  -23.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895  -23.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867  -22.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0781  -21.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979  -23.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2049  -23.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135  -23.5097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201  -23.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6193  -22.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9059  -21.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023  -22.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3283  -23.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0355  -23.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7429  -23.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4481  -23.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4514  -22.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7434  -21.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321  -22.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1602  -21.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8660  -22.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5727  -21.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791  -21.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8727  -20.6634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1598  -21.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2778  -22.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2895  -20.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4535  -20.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651  -21.8744    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4871611

   ---

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: 408.46

Molecular Weight (Monoisotopic): 408.1798

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 100.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.52

CX Basic pKa: 7.33

CX LogP: 2.17

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -0.93

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