(E)-1-((hydroxyimino)(4-methoxyphenyl)methyl)-5-iodopyrimidine-2,4(1H,3H)-dione

ID: ALA4294814

PubChem CID: 145993844

Max Phase: Preclinical

Molecular Formula: C12H10IN3O4

Molecular Weight: 387.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C(=N\O)n2cc(I)c(=O)[nH]c2=O)cc1

Standard InChI:  InChI=1S/C12H10IN3O4/c1-20-8-4-2-7(3-5-8)10(15-19)16-6-9(13)11(17)14-12(16)18/h2-6,19H,1H3,(H,14,17,18)/b15-10+

Standard InChI Key:  JRAMKTLSJNBXLL-XNTDXEJSSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.2597   -7.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495   -6.7362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2597   -5.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9700   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9700   -6.7362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2597   -7.9676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8392   -5.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2597   -4.6894    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -7.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3906   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3906   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8071   -5.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0968   -7.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0968   -5.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8071   -6.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -7.9676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3906   -8.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5210   -5.5033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2360   -5.9149    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  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  1  7  2  0
  3  8  2  0
  4  9  1  0
 11 12  1  0
 11 14  2  0
 12 15  2  0
 13 15  1  0
 13 16  2  0
 14 16  1  0
 10 11  1  0
 17 18  1  0
 10 17  2  0
  6 10  1  0
 13 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294814

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 387.13

Molecular Weight (Monoisotopic): 386.9716

AlogP: 0.83

#Rotatable Bonds: 2

Polar Surface Area: 96.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.06

CX Basic pKa: ┄

CX LogP: 1.82

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.26

Np Likeness Score: -0.59

References

1. Zhao S, Li K, Jin Y, Lin J..  (2018)  Synthesis and biological evaluation of novel 1-(aryl-aldehyde-oxime)uracil derivatives as a new class of thymidine phosphorylase inhibitors.,  144  [PMID:29247859] [10.1016/j.ejmech.2017.12.016]

Source

Source(1):

• Scientific Literature