e-Drug3D

280

cas 51-21-8

CLASS

ANTINEOPLASTIC
ANTIMETABOLITES
IMMUNOSUPPRESSIVE AGENTS

ROUTE (list)

INJECTION TOPICAL INTRAVENOUS

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

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

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

e-Drug3D

396

cas 50-91-9

CLASS

ANTINEOPLASTIC
ANTIMETABOLITES
INTERFERE WITH THE SYNTHESIS OF DNA AND RNA
RAPIDLY CATABOLIZED TO 5-FLUOROURACIL

ROUTE (list)

INJECTION

PK parameters

TARGET URIDINE 5-MONOPHOSPHATE SYNTHASE (UMP SYNTHASE)

PDB
2QCF (CRYSTAL STRUCTURE OF THE OROTIDINE-5-MONOPHOSPHATE DECARBOXYLASE DOMAIN (ASP312ASN MUTANT) OF HUMAN UMP SYNTHASE BOUND TO 5-FLUORO-UMP)

Ligand code = 5FU (link to the list of PDB complexes)

Download experimental 3D coordinates of 5FU with added hydrogens

MW 246.20
NB_atoms 17
XLogP -1.68
PSA 102.866
NB_HD 3
NB_HA 7
fsp3 0.56
Lipinski(0=no;1=yes) 1

FDA
NDA 071055 (pdf not found) INN (FLOXURIDINE) FLOXURIDINE (QUAD PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 016929 (pdf not found) INN (FLOXURIDINE) FUDR (HOSPIRA) APPROVAL= AP YEAR= 1970 DISCONTINUED
NDA 075387 (pdf not found) INN (FLOXURIDINE) FLOXURIDINE (HIKMA) APPROVAL= AP YEAR= 2000
NDA 075837 (pdf not found) INN (FLOXURIDINE) FLOXURIDINE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2001
NDA 203008 (pdf not found) INN (FLOXURIDINE) FLOXURIDINE (AM REGENT) APPROVAL= AP YEAR= 2017 DISCONTINUED

e-Drug3D

403

cas 2022-85-7

CLASS

ANTIINFECTIVES
ANTIFUNGAL
ANTIMETABOLITES

ROUTE (list)

ORAL

PK parameters

F 83 PERCENT
Tmax 2 HOUR
Cmax 271.3 MICROMOLAR
VD 44.2 LITER (65 KILOGRAM)
Cl 7.8 LITER / HOUR (65 KILOGRAM)
PPB 4 PERCENT
t1/2 3.6 HOUR

MW 129.10
NB_atoms 9
XLogP -0.51
PSA 65.639
NB_HD 3
NB_HA 4
fsp3 0.00
Lipinski(0=no;1=yes) 1

FDA
NDA 017001 (label) INN (FLUCYTOSINE) ANCOBON (BAUSCH) APPROVAL= AP YEAR= 1971
NDA 201566 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (SIGMAPHARM LABS LLC) APPROVAL= AP YEAR= 2011
NDA 204652 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (NOVEL LABS INC) APPROVAL= AP YEAR= 2017
NDA 206550 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (HIKMA) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 207536 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (STRIDES PHARMA) APPROVAL= AP YEAR= 2018 DISCONTINUED
NDA 212632 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (STRIDES PHARMA) APPROVAL= AP YEAR= 2020
NDA 213665 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2020
NDA 218005 (pdf not found) INN (FLUCYTOSINE) FLUCYTOSINE (LAURUS) APPROVAL= AP YEAR= 2025

e-Drug3D

821

cas 154361-50-9

CLASS

ANTINEOPLASTIC
BREAST CANCER
COLORECTAL CANCER
COLON CANCER
ANTIMETABOLITES
NUCLEOSIDE METABOLIC INHIBITOR
METABOLIZED ENZYMATICALLY TO 5-FU

ROUTE (list)

ORAL

PK parameters

Tmax 1.5 HOUR
PPB 60 PERCENT
t1/2 0.75 HOUR

MW 359.36
NB_atoms 25
XLogP 0.76
PSA 112.707
NB_HD 3
NB_HA 9
fsp3 0.67
Lipinski(0=no;1=yes) 1

FDA
NDA 020896 (label) INN (CAPECITABINE) XELODA (CHEPLAPHARM) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 091649 (label) INN (CAPECITABINE) CAPECITABINE (TEVA PHARMS USA) APPROVAL= AP YEAR= 2013
NDA 090943 (pdf not found) INN (CAPECITABINE) CAPECITABINE (RISING) APPROVAL= AP YEAR= 2014
NDA 202593 (pdf not found) INN (CAPECITABINE) CAPECITABINE (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2015
NDA 200483 (pdf not found) INN (CAPECITABINE) CAPECITABINE (HIKMA) APPROVAL= AP YEAR= 2016 DISCONTINUED
NDA 207456 (pdf not found) INN (CAPECITABINE) CAPECITABINE (SHILPA) APPROVAL= AP YEAR= 2016
NDA 204741 (pdf not found) INN (CAPECITABINE) CAPECITABINE (AMNEAL PHARMS) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 207652 (pdf not found) INN (CAPECITABINE) CAPECITABINE (ALKEM LABS LTD) APPROVAL= AP YEAR= 2017
NDA 210604 (pdf not found) INN (CAPECITABINE) CAPECITABINE (EUGIA PHARMA) APPROVAL= AP YEAR= 2018
NDA 209365 (pdf not found) INN (CAPECITABINE) CAPECITABINE (MSN) APPROVAL= AP YEAR= 2018
NDA 204668 (pdf not found) INN (CAPECITABINE) CAPECITABINE (SUN PHARM) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 211724 (pdf not found) INN (CAPECITABINE) CAPECITABINE (RELIANCE LIFE) APPROVAL= AP YEAR= 2020
NDA 204345 (pdf not found) INN (CAPECITABINE) CAPECITABINE (DR REDDYS) APPROVAL= AP YEAR= 2020
NDA 217237 (pdf not found) INN (CAPECITABINE) CAPECITABINE (TEYRO LABS) APPROVAL= AP YEAR= 2023
NDA 210203 (pdf not found) INN (CAPECITABINE) CAPECITABINE (HETERO LABS LTD V) APPROVAL= AP YEAR= 2024