1-(5-Aminomethyl-4-hydroxy-tetrahydro-furan-2-yl)-5-fluoro-1H-pyrimidine-2,4-dione

ID: ALA2368647

Chembl Id: CHEMBL2368647

Cas Number: 56512-26-6

PubChem CID: 21765584

Max Phase: Preclinical

Molecular Formula: C9H12FN3O4

Molecular Weight: 245.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](n2cc(F)c(=O)[nH]c2=O)C[C@@H]1O

Standard InChI:  InChI=1S/C9H12FN3O4/c10-4-3-13(9(16)12-8(4)15)7-1-5(14)6(2-11)17-7/h3,5-7,14H,1-2,11H2,(H,12,15,16)/t5-,6+,7+/m0/s1

Standard InChI Key:  IRPKWPHSYPBPPI-RRKCRQDMSA-N

Alternative Forms

1. Parent:

   

   ALA2368647

   5'-Amino-2',5'-dideoxy-5-fluorouridine

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: 245.21

Molecular Weight (Monoisotopic): 245.0812

AlogP: -1.72

#Rotatable Bonds: 2

Polar Surface Area: 110.34

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.04

CX Basic pKa: 9.14

CX LogP: -2.66

CX LogD: -3.14

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.57

Np Likeness Score: 0.40

References

1. Henn TF, Garnett MC, Chhabra SR, Bycroft BW, Baldwin RW..  (1993)  Synthesis of 2'-deoxyuridine and 5-fluoro-2'-deoxyuridine derivatives and evaluation in antibody targeting studies.,  36  (11): [PMID:8496926] [10.1021/jm00063a007]

2. Lin TS, Prusoff WH..  (1978)  A novel synthesis and biological activity of several 5-halo-5'-amino analogues of deoxyribopyrimidine nucleosides.,  21  (1): [PMID:563459] [10.1021/jm00199a019]

Source

Source(1):

• Scientific Literature