e-Drug3D

1009

DOXORUBICIN


INN
DOXORUBICIN

cas 23214-92-8
CLASS

ANTINEOPLASTIC
ANTIBIOTICS
CYTOTOXIC
ANTHRACYCLINES
INTERCALANT
OVARIAN CANCER
AIDS-RELATED KAPOSI’S SARCOMA
MULTIPLE MYELOMA
ANTIMITOTIC
DOXORUBICINOL THE MAJOR METABOLITE OF DOXORUBICIN WAS DETECTED AT VERY LOW LEVELS

ROUTE (list)

INJECTION

ATC code

L01DB01

PK parameters

VD 1430 LITER (65 KILOGRAM)
Cl 58.5 LITER / HOUR (65 KILOGRAM)
PPB 72 PERCENT
t1/2 32 HOUR

Target

TARGET TOPOISOMERASE II
DNA

PDB
1DA9 (ANTHRACYCLINE-DNA INTERACTIONS AT UNFAVOURABLE BASE BASE-PAIR TRIPLET-BINDING SITES: STRUCTURES OF D(CGGCCG), DAUNOMYCIN AND D(TGGCCA), ADRIAMYCIN COMPL)

Ligand code = DM2 (link to the list of PDB complexes)

Download experimental 3D coordinates of DM2 with added hydrogens

DrugCentral

DNA topoisomerase 2-alpha UNIPROT P11388 TOP2A

Download SDF file (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

Formula:
C27H29NO11

Calculated chemical properties:

MW 543.51
NB_atoms 39
XLogP 0.00
PSA 190.134
NB_HD 7
NB_HA 12
fsp3 0.44
Lipinski(0=no;1=yes) 0

FDA
NDA 050467 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (PFIZER) APPROVAL= AP YEAR= 1974 DISCONTINUED
NDA 050629 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (PFIZER) APPROVAL= AP YEAR= 1987
NDA 062921 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (HIKMA) APPROVAL= AP YEAR= 1989
NDA 062926 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) RUBEX (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1989 DISCONTINUED
NDA 062975 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (HIKMA) APPROVAL= AP YEAR= 1989
NDA 063097 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (PHARMACHEMIE BV) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 063165 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) ADRIAMYCIN PFS (PFIZER) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 064097 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (HIKMA) APPROVAL= AP YEAR= 1994
NDA 050718 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXIL LIPOSOMAL (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 1995
NDA 063277 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 1995
NDA 063336 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (PHARMACHEMIE BV) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 064140 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (TEVA PHARMS USA) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 200170 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (MYLAN LABS LTD) APPROVAL= AP YEAR= 2011
NDA 091418 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (SUN PHARM INDS) APPROVAL= AP YEAR= 2012
NDA 200901 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (PHARMOBEDIENT) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 065515 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (ALMAJECT) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 200146 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (HLTHCARE) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 091495 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (SAGENT PHARMS) APPROVAL= AP YEAR= 2013
NDA 203263 (label) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (SUN PHARM) APPROVAL= AP YEAR= 2013
NDA 203622 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (ACTAVIS INC) APPROVAL= AP YEAR= 2014
NDA 208657 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (DR REDDYS) APPROVAL= AP YEAR= 2017
NDA 208888 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (AMNEAL) APPROVAL= AP YEAR= 2017
NDA 209825 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (GLAND) APPROVAL= AP YEAR= 2017
NDA 206062 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE (HISUN PHARM HANGZHOU) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 212299 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2020
NDA 207228 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (AYANA PHARMA LTD) APPROVAL= AP YEAR= 2021
NDA 212219 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 2022
NDA 215178 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (LUPIN) APPROVAL= AP YEAR= 2024
NDA 219199 (pdf not found) INN (DOXORUBICIN HYDROCHLORIDE) DOXORUBICIN HYDROCHLORIDE LIPOSOMAL (ALEMBIC) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL