e-Drug3D

853

SIROLIMUS


INN
SIROLIMUS

(is an active metabolite)

cas 53123-88-9
CLASS

ANTINEOPLASTIC
IMMUNOSUPPRESSIVE
SIROLIMUS BINDS TO THE IMMUNOPHILIN FK BINDING PROTEIN-12 (FKBP-12)
PROTEIN-PROTEIN INHIBITOR

ROUTE (list)

ORAL INTRAVENOUS TOPICAL

NATURAL MOLECULE (link)

ATC code

L01EG04
L04AH01
S01XA23

PK parameters

F 14 PERCENT
Tmax 2.1 HOUR
VD 780 LITER (65 KILOGRAM)
Cl 11.2 LITER / HOUR (65 KILOGRAM)
PPB 92 PERCENT
t1/2 62 HOUR

Solubility

INSOLUBLE IN WATER


Target

TARGET FK BINDING PROTEIN-12 (FKBP-12)

PDB
5HKG (TOTAL CHEMICAL SYNTHESIS, REFOLDING AND CRYSTALLOGRAPHIC STRUCTURE OF A FULLY ACTIVE IMMUNOPHILIN: CALSTABIN 2 (FKBP12.6).)

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

Download experimental 3D coordinates of RAP with added hydrogens

DrugCentral

Peptidyl-prolyl cis-trans isomerase FKBP1A UNIPROT P62942 FKBP1A

Download SDF file Rapamycin

Formula:
C51H79NO13

Calculated chemical properties:

MW 914.15
NB_atoms 65
XLogP 6.18
PSA 166.856
NB_HD 3
NB_HA 14
fsp3 0.75
Lipinski(0=no;1=yes) 0

FDA
NDA 021083 (label) INN (SIROLIMUS) RAPAMUNE (PF PRISM CV) APPROVAL= AP YEAR= 1999
NDA 021110 (label) INN (SIROLIMUS) RAPAMUNE (PF PRISM CV) APPROVAL= AP YEAR= 2000
NDA 201578 (pdf not found) INN (SIROLIMUS) SIROLIMUS (DR REDDYS) APPROVAL= AP YEAR= 2014
NDA 201676 (pdf not found) INN (SIROLIMUS) SIROLIMUS (ZYDUS PHARMS) APPROVAL= AP YEAR= 2014
NDA 211040 (pdf not found) INN (SIROLIMUS) SIROLIMUS (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2019
NDA 211212 (pdf not found) INN (SIROLIMUS) SIROLIMUS (AMNEAL) APPROVAL= AP YEAR= 2019
NDA 211406 (pdf not found) INN (SIROLIMUS) SIROLIMUS (APOTEX) APPROVAL= AP YEAR= 2019
NDA 208691 (pdf not found) INN (SIROLIMUS) SIROLIMUS (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2020
NDA 214753 (pdf not found) INN (SIROLIMUS) SIROLIMUS (ALKEM LABS LTD) APPROVAL= AP YEAR= 2021
NDA 213312 (label) INN (SIROLIMUS) FYARRO (AADI SUB) APPROVAL= AP YEAR= 2021
NDA 215016 (pdf not found) INN (SIROLIMUS) SIROLIMUS (TORRENT) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 213478 (label) INN (SIROLIMUS) HYFTOR (NOBELPHARMA) APPROVAL= AP YEAR= 2022
NDA 216728 (pdf not found) INN (SIROLIMUS) SIROLIMUS (MSN) APPROVAL= AP YEAR= 2023
NDA 215080 (pdf not found) INN (SIROLIMUS) SIROLIMUS (HETERO LABS LTD V) APPROVAL= AP YEAR= 2024
NDA 215116 (pdf not found) INN (SIROLIMUS) SIROLIMUS (RISING) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL