3-(2-(3-(1-cyclopropyl-6-methyl-2-oxo-1,2-dihydropyridin-4-yloxy)azetidin-1-yl)-2-oxoethyl)-5,6-dimethylpyrimidin-4(3H)-one

ID: ALA4515017

PubChem CID: 91814915

Max Phase: Preclinical

Molecular Formula: C20H24N4O4

Molecular Weight: 384.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncn(CC(=O)N2CC(Oc3cc(C)n(C4CC4)c(=O)c3)C2)c(=O)c1C

Standard InChI:  InChI=1S/C20H24N4O4/c1-12-6-16(7-18(25)24(12)15-4-5-15)28-17-8-22(9-17)19(26)10-23-11-21-14(3)13(2)20(23)27/h6-7,11,15,17H,4-5,8-10H2,1-3H3

Standard InChI Key:  FOHSBRLNGVNZLV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.4790   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4779   -4.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859   -4.4477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -4.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -3.2156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1842   -2.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5989   -2.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082   -3.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0143   -2.7990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -3.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0119   -2.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2218   -2.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7181   -1.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4273   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4281   -3.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1365   -3.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8437   -3.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8380   -2.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1290   -1.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3113   -4.0275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -4.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7712   -2.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1817   -1.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1392   -4.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5427   -1.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5536   -3.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9658   -4.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3708   -3.4255    0.0000 C   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  1  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  9  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  8 20  2  0
  2 21  1  0
  1 22  1  0
  6 23  2  0
 16 24  2  0
 18 25  1  0
 27 26  1  0
 28 27  1  0
 26 28  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515017

   3-(2-(3-((1-cyclopropyl-6-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy)azetidin-1-yl)-2-oxoethyl)-5,6-dimethylpyrimidin-4(3H)-one

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: 384.44

Molecular Weight (Monoisotopic): 384.1798

AlogP: 0.95

#Rotatable Bonds: 5

Polar Surface Area: 86.43

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.76

CX LogP: -0.28

CX LogD: -0.28

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -1.08

References

1. Zhou Y, Tao P, Wang M, Xu P, Lu W, Lei P, You Q..  (2019)  Development of novel human lactate dehydrogenase A inhibitors: High-throughput screening, synthesis, and biological evaluations.,  177  [PMID:31129449] [10.1016/j.ejmech.2019.05.033]

Source

Source(1):

• Scientific Literature