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

ID: ALA3276957

Cas Number: 68322-90-7

PubChem CID: 3052003

Max Phase: Preclinical

Molecular Formula: C12H14N2O4

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC(C)(Cn2cc(C)c(=O)[nH]c2=O)OC1=O

Standard InChI:  InChI=1S/C12H14N2O4/c1-7-4-12(3,18-10(7)16)6-14-5-8(2)9(15)13-11(14)17/h5H,1,4,6H2,2-3H3,(H,13,15,17)

Standard InChI Key:  JSCACTJRJZNNQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   21.3460   -3.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3460   -4.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0580   -4.5208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7701   -4.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7701   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0580   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0580   -2.0459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6321   -4.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4857   -2.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0580   -5.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3436   -5.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5897   -5.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0377   -6.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4502   -6.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2571   -6.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2172   -5.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1147   -7.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0543   -6.1708    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
  5  9  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 13 16  2  0
 14 17  2  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3276957

   Thymine lactone

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: 250.25

Molecular Weight (Monoisotopic): 250.0954

AlogP: 0.11

#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: 10.01

CX Basic pKa: ┄

CX LogP: 0.77

CX LogD: 0.77

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.60

Np Likeness Score: 0.39

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