1,3-Bis(tetrahydro-2-furanyl)-5-fluorouracil

ID: ALA3272516

Cas Number: 62987-05-7

PubChem CID: 124956

Max Phase: Preclinical

Molecular Formula: C12H15FN2O4

Molecular Weight: 270.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c(F)cn(C2CCCO2)c(=O)n1C1CCCO1

Standard InChI:  InChI=1S/C12H15FN2O4/c13-8-7-14(9-3-1-5-18-9)12(17)15(11(8)16)10-4-2-6-19-10/h7,9-10H,1-6H2

Standard InChI Key:  FLMBDTNCANYTCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.2151  -10.5162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151  -11.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204  -11.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6257  -11.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6257  -10.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204  -10.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9204   -9.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3346  -10.1097    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080  -11.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036  -10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -9.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6159   -9.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -9.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581  -10.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226  -12.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2616  -13.0393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5141  -13.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3313  -13.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5837  -13.0393    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
  5  8  1  0
  2  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
  1 10  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
  3 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3272516

   1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione

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: 270.26

Molecular Weight (Monoisotopic): 270.1016

AlogP: 0.77

#Rotatable Bonds: 2

Polar Surface Area: 62.46

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.70

CX LogD: 0.70

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -0.33

References

1. Yasumoto M, Yamawaki I, Marunaka T, Hashimoto S..  (1978)  Studies on antitumor agents, 2. Syntheses and antitumor activities of 1-(tetrahydro-2-furanyl)-5-fluorouracil and 1,3-bis(tetrahydro-2-furanyl)-5-fluorouracil.,  21  (8): [PMID:357721] [10.1021/jm00206a004]

Source

Source(1):

• Scientific Literature