e-Drug3D

1395

ETOPOSIDE PHOSPHATE

INN
ETOPOSIDE PHOSPHATE

cas 117091-64-2

CLASS

ANTINEOPLASTIC
NUCLEIC ACID SYNTHESIS INHIBITORS
INDUCTION OF DNA STRAND BREAKS BY AN INTERACTION WITH DNA-TOPOISOMERASE II OR THE FORMATION OF FREE RADICALS

ROUTE (list)

INJECTION

ATC code

L01CB01

PK parameters

Solubility

WATER SOLUBLE ESTER OF ETOPOSIDE

Target

TARGET DNA TOPOISOMERASE 2

DrugCentral

DNA topoisomerase 2-alpha UNIPROT P11388 TOP2A

Download SDF file

Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5-[3,5-dimethoxy-4-(phosphonooxy)phenyl]-9-[[4,6-O-(1R)-ethylidene-.beta.-D-glucopyranosyl]oxy]-5,8,8a,9-tetrahydro-, (5R,5aR,8aR,9S)-

Formula:
C29H33O16P

Calculated chemical properties:

MW 666.51
NB_atoms 46
XLogP -0.16
PSA 216.612
NB_HD 2
NB_HA 16
fsp3 0.55
Lipinski(0=no;1=yes) 0

FDA
NDA 020457 (label) INN (ETOPOSIDE PHOSPHATE) ETOPOPHOS PRESERVATIVE FREE (CHEPLAPHARM) APPROVAL= AP YEAR= 1996
NDA 020906 (pdf not found) INN (ETOPOSIDE PHOSPHATE) ETOPOPHOS PRESERVATIVE FREE (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1998 DISCONTINUED

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL

e-Drug3D

551

ETOPOSIDE

INN
ETOPOSIDE

(is an active metabolite)

cas 33419-42-0

CLASS

ANTINEOPLASTIC
NUCLEIC ACID SYNTHESIS INHIBITORS
INDUCTION OF DNA STRAND BREAKS BY AN INTERACTION WITH DNA-TOPOISOMERASE II OR THE FORMATION OF FREE RADICALS

ROUTE (list)

INJECTION ORAL INTRAVENOUS

ATC code

L01CB01

PK parameters

Cmax 34 MICROMOLAR
VD 23.5 LITER
Cl 2.4 LITER / HOUR
PPB 88 PERCENT
t1/2 7.5 HOUR

Target

TARGET DNA TOPOISOMERASE 2

PDB
5CDN (2.8A STRUCTURE OF ETOPOSIDE WITH S.AUREUS DNA GYRASE AND DNA)

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

Download experimental 3D coordinates of EVP with added hydrogens

DrugCentral

DNA topoisomerase 2-alpha UNIPROT P11388 TOP2A

Download SDF file

4'-demethyl-epipodophyllotoxin 9-[4,6-O-(R)-ethylidene-beta-D-glucopyranoside], 4'-(dihydrogen phosphate)

Formula:
C29H32O13

Calculated chemical properties:

MW 588.55
NB_atoms 42
XLogP 1.34
PSA 173.325
NB_HD 3
NB_HA 13
fsp3 0.55
Lipinski(0=no;1=yes) 0

FDA
NDA 074228 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 018768 (label) INN (ETOPOSIDE) VEPESID (CORDEN PHARMA) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 019557 (label) INN (ETOPOSIDE) VEPESID (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 1986
NDA 074284 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (TEVA PHARMS USA) APPROVAL= AP YEAR= 1994 DISCONTINUED
NDA 074166 (pdf not found) INN (ETOPOSIDE) TOPOSAR (TEVA PARENTERAL) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 074290 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (HIKMA) APPROVAL= AP YEAR= 1995
NDA 074320 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (HOSPIRA) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 074351 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (HOSPIRA) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 074510 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (TEVA PARENTERAL) APPROVAL= AP YEAR= 1995 DISCONTINUED
NDA 074227 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (PHARMACHEMIE BV) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 074513 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (ACCORD HLTHCARE) APPROVAL= AP YEAR= 1996
NDA 074529 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (MEITHEAL) APPROVAL= AP YEAR= 1996
NDA 074813 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (PIERRE FABRE) APPROVAL= AP YEAR= 1997 DISCONTINUED
NDA 074968 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (WATSON LABS INC) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 074983 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 1998
NDA 075635 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (MYLAN) APPROVAL= AP YEAR= 2001
NDA 203507 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (NATCO PHARMA USA) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 204927 (pdf not found) INN (ETOPOSIDE) ETOPOSIDE (NATCO PHARMA USA) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 220200 (label) INN (ETOPOSIDE) AVOPEF (AVYXA HOLDINGS) APPROVAL= AP YEAR= 2026