e-Drug3D

1655

M FLUOROURACIL


INN
FLUOROURACIL

(is an active metabolite)

cas 2710-64-7
CLASS

ANTINEOPLASTIC
BREAST CANCER
COLORECTAL CANCER
COLON CANCER
ANTIMETABOLITES
NUCLEOSIDE METABOLIC INHIBITOR
NUCLEAR TRANSCRIPTIONAL ENZYMES CAN MISTAKENLY INCORPORATE FUTP IN PLACE OF URIDINE TRIPHOSPHATE (UTP) DURING THE SYNTHESIS OF RNA

ROUTE (list)

-

ATC code

L01BC02
L01BC52

PK parameters

Target

TARGET DNA

PDB
5WNY (DNA POLYMERASE BETA SUBSTRATE COMPLEX WITH INCOMING 5-FDUTP)

Ligand code = B7P (link to the list of PDB complexes)

Download experimental 3D coordinates of B7P with added hydrogens

DrugCentral

Thymidylate synthase UNIPROT P04818 TYMS

Download SDF file Uridine 5'-(tetrahydrogen triphosphate), 2'-deoxy-5-fluoro-

Formula:
C9H14FN2O14P3

Calculated chemical properties:

MW 482.10
NB_atoms 29
XLogP -3.86
PSA 232.824
NB_HD 2
NB_HA 16
fsp3 0.56
Lipinski(0=no;1=yes) 0

FDA
-

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL

e-Drug3D

280

FLUOROURACIL


INN
FLUOROURACIL

(is an active metabolite) (has an active metabolite)

cas 51-21-8
CLASS

ANTINEOPLASTIC
ANTIMETABOLITES
IMMUNOSUPPRESSIVE AGENTS

ROUTE (list)

INJECTION TOPICAL INTRAVENOUS

ATC code

L01BC02
L01BC52

PK parameters

Tmax 1.03 HOUR
Cmax 88.3 NANOMOLAR
VD 14.9 LITER (65 KILOGRAM)
Cl 101.4 LITER / HOUR (65 KILOGRAM)
PPB 85 PERCENT
t1/2 0.12 HOUR

Solubility

SPARINGLY SOLUBLE IN WATER


Target

TARGET THYMIDYLATE SYNTHASE

PDB
3KVR (TRAPPING OF AN OXOCARBENIUM ION INTERMEDIATE IN UP CRYSTALS)

Ligand code = URF (link to the list of PDB complexes)

Download experimental 3D coordinates of URF with added hydrogens

DrugCentral

Thymidylate synthase UNIPROT P04818 TYMS

Download SDF file 5-fluoro-1H-pyrimidine-2,4-dione

Formula:
C4H3FN2O2

Calculated chemical properties:

MW 130.08
NB_atoms 9
XLogP -0.80
PSA 61.629
NB_HD 2
NB_HA 4
fsp3 0.00
Lipinski(0=no;1=yes) 1

FDA
NDA 017959 (pdf not found) INN (FLUOROURACIL) ADRUCIL (PHARMACIA AND UPJOHN) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 081222 (pdf not found) INN (FLUOROURACIL) ADRUCIL (PHARMACIA AND UPJOHN) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 088766 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (SMITH AND NEPHEW) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 088767 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (SMITH AND NEPHEW) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 088929 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ABIC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089152 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ABRAXIS PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089368 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (QUAD PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089428 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ABRAXIS PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089434 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (SMITH AND NEPHEW) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089455 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (QUAD PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 089519 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ABRAXIS PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 012209 (label) INN (FLUOROURACIL) FLUOROURACIL (SPECTRUM PHARMS) APPROVAL= AP YEAR= 1962 DISCONTINUED
NDA 016765 (pdf not found) INN (FLUOROURACIL) FLUOROPLEX (ELORAC) APPROVAL= AP YEAR= 1970 DISCONTINUED
NDA 016831 (label) INN (FLUOROURACIL) EFUDEX (EXTROVIS) APPROVAL= AP YEAR= 1970
NDA 016988 (label) INN (FLUOROURACIL) FLUOROPLEX (CHARTWELL RX) APPROVAL= AP YEAR= 1971 DISCONTINUED
NDA 087792 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (SPECTRUM PHARMS) APPROVAL= AP YEAR= 1982 DISCONTINUED
NDA 087791 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (MARCHAR) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 089508 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (BEDFORD) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 040023 (pdf not found) INN (FLUOROURACIL) ADRUCIL (TEVA PARENTERAL) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 081225 (pdf not found) INN (FLUOROURACIL) ADRUCIL (TEVA PARENTERAL) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 040278 (label) INN (FLUOROURACIL) FLUOROURACIL (FRESENIUS KABI USA) APPROVAL= AP YEAR= 1998
NDA 040279 (label) INN (FLUOROURACIL) FLUOROURACIL (FRESENIUS KABI USA) APPROVAL= AP YEAR= 1998
NDA 040291 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (FRESENIUS KABI USA) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 020985 (label) INN (FLUOROURACIL) CARAC (EXTROVIS) APPROVAL= AP YEAR= 2000
NDA 040333 (label) INN (FLUOROURACIL) FLUOROURACIL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2000 DISCONTINUED
NDA 040334 (label) INN (FLUOROURACIL) FLUOROURACIL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2000 DISCONTINUED
NDA 040379 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2000 DISCONTINUED
NDA 076526 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (TARO) APPROVAL= AP YEAR= 2003
NDA 040743 (label) INN (FLUOROURACIL) FLUOROURACIL (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2007
NDA 040798 (label) INN (FLUOROURACIL) FLUOROURACIL (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2007
NDA 040772 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (EBEWE PHARMA) APPROVAL= AP YEAR= 2008 DISCONTINUED
NDA 077524 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (DR REDDYS LABS SA) APPROVAL= AP YEAR= 2008
NDA 090368 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (TARO) APPROVAL= AP YEAR= 2010
NDA 091299 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (SANDOZ) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 202668 (label) INN (FLUOROURACIL) FLUOROURACIL (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2012
NDA 202669 (label) INN (FLUOROURACIL) FLUOROURACIL (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2012
NDA 203122 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (EXTROVIS) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 022259 (label) INN (FLUOROURACIL) TOLAK (HILL DERMACEUTICALS) APPROVAL= AP YEAR= 2015
NDA 203609 (label) INN (FLUOROURACIL) FLUOROURACIL (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2016
NDA 203608 (label) INN (FLUOROURACIL) FLUOROURACIL (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2017
NDA 210123 (label) INN (FLUOROURACIL) FLUOROURACIL (GLAND) APPROVAL= AP YEAR= 2017
NDA 210124 (label) INN (FLUOROURACIL) FLUOROURACIL (GLAND) APPROVAL= AP YEAR= 2017
NDA 209219 (label) INN (FLUOROURACIL) FLUOROURACIL (INGENUS PHARMS LLC) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 209271 (label) INN (FLUOROURACIL) FLUOROURACIL (INGENUS PHARMS LLC) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 214845 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2021
NDA 217295 (label) INN (FLUOROURACIL) FLUOROURACIL (ALEMBIC) APPROVAL= AP YEAR= 2023
NDA 215612 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ENCUBE) APPROVAL= AP YEAR= 2023
NDA 217676 (label) INN (FLUOROURACIL) FLUOROURACIL (ALEMBIC) APPROVAL= AP YEAR= 2023
NDA 216494 (label) INN (FLUOROURACIL) FLUOROURACIL (KINDOS) APPROVAL= AP YEAR= 2024
NDA 215699 (label) INN (FLUOROURACIL) FLUOROURACIL (KINDOS) APPROVAL= AP YEAR= 2025
NDA 216942 (pdf not found) INN (FLUOROURACIL) FLUOROURACIL (ENCUBE) APPROVAL= AP YEAR= 2025
NDA 220201 (label) INN (FLUOROURACIL) FAVLYXA (AVYXA HOLDINGS) APPROVAL= AP YEAR= 2026

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL