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

ID: ALA4869914

PubChem CID: 164618942

Max Phase: Preclinical

Molecular Formula: C22H22Cl2N4O3

Molecular Weight: 461.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cn(C2CCN(Cc3cncc(Oc4cc(Cl)cc(Cl)c4)c3)CC2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C22H22Cl2N4O3/c1-14-12-28(22(30)26-21(14)29)18-2-4-27(5-3-18)13-15-6-20(11-25-10-15)31-19-8-16(23)7-17(24)9-19/h6-12,18H,2-5,13H2,1H3,(H,26,29,30)

Standard InChI Key:  IGCBWQMHMMBBRM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   14.5553   -2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5542   -3.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2622   -3.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9719   -3.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9690   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2604   -2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6802   -3.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3873   -3.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0959   -3.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8025   -3.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8016   -2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0883   -2.2132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3846   -2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5106   -3.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2179   -3.4370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9253   -3.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6305   -3.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6338   -2.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9258   -2.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2145   -2.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3426   -2.2200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0484   -2.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7551   -2.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7615   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0551   -1.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3422   -1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4601   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4718   -1.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6358   -0.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8461   -3.8483    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2580   -1.3947    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
  6 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869914

   ---

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: 461.35

Molecular Weight (Monoisotopic): 460.1069

AlogP: 4.18

#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: 7.25

CX LogP: 3.01

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.62

Np Likeness Score: -1.06

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