5'-Methyl-5'-(uracil-1-ylmethyl)-2'-oxo-3'-methylenetetrahydrofuran

ID: ALA3276956

PubChem CID: 12381709

Max Phase: Preclinical

Molecular Formula: C11H12N2O4

Molecular Weight: 236.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC(C)(Cn2ccc(=O)[nH]c2=O)OC1=O

Standard InChI:  InChI=1S/C11H12N2O4/c1-7-5-11(2,17-9(7)15)6-13-4-3-8(14)12-10(13)16/h3-4H,1,5-6H2,2H3,(H,12,14,16)

Standard InChI Key:  JCMQJXWSRAZBTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.7084   -3.7208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7084   -4.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4204   -4.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1324   -4.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1324   -3.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4204   -3.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4204   -2.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9945   -4.9594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4204   -5.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7059   -6.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9522   -5.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4001   -6.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8126   -7.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6196   -7.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5797   -6.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4772   -7.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4167   -6.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2  8  2  0
  3  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 12 15  2  0
 13 16  2  0
 10 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3276956

   1-[(2-Methyl-4-methylidene-5-oxooxolan-2-yl)methyl]pyrimidine-2,4-dione

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: 236.23

Molecular Weight (Monoisotopic): 236.0797

AlogP: -0.20

#Rotatable Bonds: 2

Polar Surface Area: 81.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.76

CX Basic pKa: ┄

CX LogP: 0.37

CX LogD: 0.37

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.57

Np Likeness Score: 0.56

References

1. Lee KH, Wu YS, Hall IH..  (1977)  Antitumor agents. 25. Synthesis and antitumor activity of uracil and thymine alpha-methylene-gamma-lactones and related derivatives.,  20  (7): [PMID:874966] [10.1021/jm00217a009]

Source

Source(1):

• Scientific Literature