e-Drug3D

745

GEMCITABINE


INN
GEMCITABINE

(has an active metabolite)

cas 95058-81-4
CLASS

ANTINEOPLASTIC
ANTIMETABOLITES

ROUTE (list)

INJECTION INTRAVENOUS

ATC code

L01BC05

PK parameters

VD 80 LITER
Cl 88 LITER / HOUR
PPB 0 PERCENT
t1/2 1 HOUR

Solubility

SOLUBLE IN WATER


Target

TARGET DEOXYCYTIDINE KINASE

PDB
2NO0 (C4S DCK VARIANT OF DCK IN COMPLEX WITH GEMCITABINE+ADP)

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

Download experimental 3D coordinates of GEO with added hydrogens

DrugCentral

Ribonucleoside-diphosphate reductase large subunit UNIPROT P23921 RRM1

Ribonucleoside-diphosphate reductase subunit M2 UNIPROT P31350 RRM2

Download SDF file 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

Formula:
C9H11F2N3O4

Calculated chemical properties:

MW 263.21
NB_atoms 18
XLogP -1.29
PSA 104.134
NB_HD 4
NB_HA 7
fsp3 0.56
Lipinski(0=no;1=yes) 1

FDA
NDA 020509 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMZAR (LILLY) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 090644 (pdf not found) INN (GEMCITABINE) GEMCITABINE (TEVA PARENTERAL) APPROVAL= TA YEAR= 2009
NDA 078460 (pdf not found) INN (GEMCITABINE) GEMCITABINE (EUROHLTH INTL) APPROVAL= TA YEAR= 2010
NDA 079183 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HOSPIRA INC) APPROVAL= AP YEAR= 2010
NDA 077983 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (TEVA PHARMS) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 078339 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HOSPIRA) APPROVAL= AP YEAR= 2011
NDA 078433 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (SUN PHARM) APPROVAL= AP YEAR= 2011
NDA 078759 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (TEYRO LABS) APPROVAL= AP YEAR= 2011
NDA 079160 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (ACTAVIS TOTOWA) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090242 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2011
NDA 090799 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2011
NDA 091365 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2011
NDA 091594 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 200145 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (PHARMOBEDIENT) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 200795 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HOSPIRA INC) APPROVAL= AP YEAR= 2011
NDA 090663 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HAMELN RDS GMBH) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 202063 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (EMCURE PHARMS LTD) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 202485 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (JIANGSU HANSOH PHARM) APPROVAL= AP YEAR= 2013
NDA 091597 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (SAGENT PHARMS) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 202031 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (AM REGENT) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 202997 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2013
NDA 204520 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (GLAND) APPROVAL= AP YEAR= 2016
NDA 204549 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (ACTAVIS INC) APPROVAL= AP YEAR= 2016 DISCONTINUED
NDA 206776 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (APOTEX) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 209604 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2017
NDA 205242 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (MYLAN LABS LTD) APPROVAL= AP YEAR= 2017
NDA 208313 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) INFUGEM (SUN PHARM) APPROVAL= AP YEAR= 2018 DISCONTINUED
NDA 209077 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2018
NDA 207575 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (SHILPA) APPROVAL= AP YEAR= 2019
NDA 210383 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (NOVAST LABS) APPROVAL= AP YEAR= 2019
NDA 210991 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (SHILPA) APPROVAL= AP YEAR= 2019
NDA 212129 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (MEITHEAL) APPROVAL= AP YEAR= 2020
NDA 206617 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HIKMA INTL PHARMS) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 213175 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) GEMCITABINE HYDROCHLORIDE (HIKMA) APPROVAL= AP YEAR= 2023
NDA 219920 (pdf not found) INN (GEMCITABINE HYDROCHLORIDE) AVGEMSI (AVYXA HOLDINGS) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL