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

ID: ALA4864545

PubChem CID: 164624036

Max Phase: Preclinical

Molecular Formula: C23H31N3O3

Molecular Weight: 397.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cccc(OC4CCCCC4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C23H31N3O3/c1-17-15-26(23(28)24-22(17)27)19-10-12-25(13-11-19)16-18-6-5-9-21(14-18)29-20-7-3-2-4-8-20/h5-6,9,14-15,19-20H,2-4,7-8,10-13,16H2,1H3,(H,24,27,28)

Standard InChI Key:  LLKZVVMUQSSKDF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.4103  -20.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1173  -19.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8259  -20.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5325  -19.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5317  -18.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8183  -18.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1147  -18.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2406  -20.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9479  -19.7767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6553  -20.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3605  -19.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3638  -18.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6558  -18.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9445  -18.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0726  -18.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7784  -18.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4851  -18.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4915  -17.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7851  -17.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0722  -17.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1901  -18.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2019  -17.3497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3659  -17.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7066  -18.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0023  -18.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2928  -18.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2921  -19.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0009  -20.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 19 23  2  0
 21 24  2  0
  1 25  1  0
  1 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864545

   ---

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: 397.52

Molecular Weight (Monoisotopic): 397.2365

AlogP: 3.39

#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: 8.11

CX LogP: 3.16

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.84

Np Likeness Score: -0.73

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