e-Drug3D

1297

PEMETREXED


INN
PEMETREXED

cas 137281-23-3
CLASS

ANTIMETABOLITES
ANTINEOPLASTIC
FOLIC ACID INHIBITORS
TREATMENT OF NONSQUAMOUS NON-SMALL CELL LUNG CANCER AND MESOTHELIOMA
PEMETREXED IS CONVERTED TO POLYGLUTAMATE FORMS BY THE ENZYME FOLYLPOLYGLUTAMATE SYNTHETASE. POLYGLUTAMATE ARE INHIBITORS OF TS AND GARFT

ROUTE (list)

INTRAVENOUS INJECTION

ATC code

L01BA04

PK parameters

VD 16.1 LITER
Cl 5.5 LITER / HOUR
PPB 81 PERCENT
t1/2 3.5 HOUR

Target

TARGET THYMIDYLATE SYNTHASE (TS)
DIHYDROFOLATE REDUCTASE (DHFR)
GLYCINAMIDE RIBONUCLEOTIDE FORMYLTRANSFERASE (GARFT)

PDB
1JUJ (HUMAN THYMIDYLATE SYNTHASE BOUND TO DUMP AND LY231514, A PYRROLO(2,3-D)PYRIMIDINE-BASED ANTIFOLATE)

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

Download experimental 3D coordinates of LYA with added hydrogens

DrugCentral

Thymidylate synthase UNIPROT P04818 TYMS

Dihydrofolate reductase UNIPROT P00374 DHFR

Download SDF file (2R)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[4,5-e]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid

Formula:
C20H21N5O6

Calculated chemical properties:

MW 425.40
NB_atoms 31
XLogP -2.00
PSA 177.781
NB_HD 5
NB_HA 11
fsp3 0.25
Lipinski(0=no;1=yes) 0

FDA
NDA 021462 (label) INN (PEMETREXED DISODIUM) ALIMTA (LILLY) APPROVAL= AP YEAR= 2004
NDA 021677 (label) INN (PEMETREXED) ALIMTA (LILLY) APPROVAL= AP YEAR= 2004 NEWAPPLICATION
NDA 208927 (pdf not found) INN (PEMETREXED) PEMETREXED (BIOCON LTD) APPROVAL= TA YEAR= 2018
NDA 090352 (pdf not found) INN (PEMETREXED SODIUM) PEMETREXED (TEVA PHARMS USA) APPROVAL= TA YEAR= 2019
NDA 208297 (pdf not found) INN (PEMETREXED) PEMETREXED FOR INJECTION (DR REDDYS LABS INC) APPROVAL= TA YEAR= 2020
NDA 209472 (label) INN (PEMETREXED) PEMFEXY (EAGLE PHARMS) APPROVAL= AP YEAR= 2020
NDA 208419 (label) INN (PEMETREXED) PEMETREXED (ACTAVIS) APPROVAL= AP YEAR= 2020
NDA 090384 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2022
NDA 202111 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (HOSPIRA) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 203485 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2022
NDA 204890 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (QILU PHARM HAINAN) APPROVAL= AP YEAR= 2022
NDA 208696 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (JIANGSU HANSOH PHARM) APPROVAL= AP YEAR= 2022
NDA 211090 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (BIOCON PHARMA) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 207352 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (NANG KUANG PHARM CO) APPROVAL= AP YEAR= 2022
NDA 208746 (label) INN (PEMETREXED DITROMETHAMINE) PEMETREXED DITROMETHAMINE (HOSPIRA) APPROVAL= AP YEAR= 2022
NDA 214218 (label) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (HOSPIRA) APPROVAL= AP YEAR= 2022
NDA 214657 (label) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (SANDOZ) APPROVAL= AP YEAR= 2022
NDA 202596 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (DR REDDYS) APPROVAL= AP YEAR= 2022
NDA 203774 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (APOTEX) APPROVAL= AP YEAR= 2022
NDA 209085 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (APOTEX) APPROVAL= AP YEAR= 2022
NDA 209851 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (APOTEX) APPROVAL= AP YEAR= 2022
NDA 211899 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (RELIANCE LIFE) APPROVAL= AP YEAR= 2022
NDA 214073 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (ZYDUS PHARMS) APPROVAL= AP YEAR= 2022
NDA 214408 (label) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 214632 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (EUGIA PHARMA) APPROVAL= AP YEAR= 2022
NDA 210047 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (AMNEAL) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 214436 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 215479 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (MEITHEAL) APPROVAL= AP YEAR= 2022
NDA 203628 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (PHARMOBEDIENT) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 215179 (label) INN (PEMETREXED DISODIUM) PEMETREXED (SHILPA) APPROVAL= AP YEAR= 2023
NDA 216582 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (PRINSTON INC) APPROVAL= AP YEAR= 2023
NDA 210661 (label) INN (PEMETREXED DIPOTASSIUM) AXTLE (AVYXA HOLDINGS) APPROVAL= AP YEAR= 2024
NDA 215460 (pdf not found) INN (PEMETREXED DISODIUM) PEMETREXED DISODIUM (HETERO LABS LTD VI) APPROVAL= AP YEAR= 2024

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL