e-Drug3D

1064

TACROLIMUS


INN
TACROLIMUS

cas 104987-11-3
CLASS

IMMUNOMODULATING AGENT
IMMUNOSUPPRESSIVE
PHOSPHATASE ACTIVITY OF CALCINEURIN INHIBITED
PROTEIN-PROTEIN INHIBITOR (PPI)
PROPHYLAXIS OF ORGAN REJECTION
MACROLIDE

ROUTE (list)

ORAL INJECTION TOPICAL

ATC code

D11AH01
L04AD02

PK parameters

F 18 PERCENT
VD 126.1 LITER (65 KILOGRAM)
Cl 2.6 LITER / HOUR (65 KILOGRAM)
PPB 99 PERCENT
t1/2 34.8 HOUR

Solubility

PRACTICALLY INSOLUBLE IN WATER


Target

TARGET FKBP-12

PDB
3O5R (COMPLEX OF FK506 WITH THE FK1 DOMAIN MUTANT A19T OF FKBP51)

Ligand code = FK5 (link to the list of PDB complexes)

Download experimental 3D coordinates of FK5 with added hydrogens

DrugCentral

Peptidyl-prolyl cis-trans isomerase FKBP1A UNIPROT P62942 FKBP1A

Download SDF file [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5, 19-dihydroxy-3- [2-(4-hydroxy-3-methoxycyclohexyl) -1-methylethenyl]-14, 16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-15, 19-epoxy-3H-pyrido[2,1-c][1,4] oxaazacyclotricosine-1,7,20, 21(4H,23H)-tetrone, monohydrate

Formula:
C44H69NO12

Calculated chemical properties:

MW 804.00
NB_atoms 57
XLogP 4.64
PSA 161.166
NB_HD 3
NB_HA 13
fsp3 0.77
Lipinski(0=no;1=yes) 0

FDA
NDA 050708 (label) INN (TACROLIMUS) PROGRAF (ASTELLAS) APPROVAL= AP YEAR= 1994
NDA 050709 (label) INN (TACROLIMUS) PROGRAF (ASTELLAS) APPROVAL= AP YEAR= 1994
NDA 050777 (label) INN (TACROLIMUS) PROTOPIC (LEO PHARMA AS) APPROVAL= AP YEAR= 2000
NDA 065461 (label) INN (TACROLIMUS) TACROLIMUS (SANDOZ) APPROVAL= AP YEAR= 2009
NDA 090402 (pdf not found) INN (TACROLIMUS) TACROLIMUS (HERITAGE PHARMA AVET) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 090509 (pdf not found) INN (TACROLIMUS) TACROLIMUS (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2010
NDA 090596 (pdf not found) INN (TACROLIMUS) TACROLIMUS (MYLAN) APPROVAL= AP YEAR= 2010
NDA 091195 (pdf not found) INN (TACROLIMUS) TACROLIMUS (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2011
NDA 090802 (pdf not found) INN (TACROLIMUS) TACROLIMUS (PANACEA) APPROVAL= AP YEAR= 2012
NDA 204096 (label) INN (TACROLIMUS) ASTAGRAF XL (ASTELLAS) APPROVAL= AP YEAR= 2013
NDA 090687 (pdf not found) INN (TACROLIMUS) TACROLIMUS (STRIDES PHARMA) APPROVAL= AP YEAR= 2014
NDA 200744 (pdf not found) INN (TACROLIMUS) TACROLIMUS (FOUGERA PHARMS INC) APPROVAL= AP YEAR= 2014
NDA 206406 (label) INN (TACROLIMUS) ENVARSUS XR (VELOXIS PHARMS INC) APPROVAL= AP YEAR= 2015
NDA 203900 (pdf not found) INN (TACROLIMUS) TACROLIMUS (HOSPIRA) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 206651 (pdf not found) INN (TACROLIMUS) TACROLIMUS (AJENAT PHARMS) APPROVAL= AP YEAR= 2017
NDA 210115 (label) INN (TACROLIMUS) PROGRAF (ASTELLAS) APPROVAL= AP YEAR= 2018
NDA 210393 (pdf not found) INN (TACROLIMUS) TACROLIMUS (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2018
NDA 211688 (pdf not found) INN (TACROLIMUS) TACROLIMUS (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2019
NDA 203740 (pdf not found) INN (TACROLIMUS) TACROLIMUS (ALKEM LABS LTD) APPROVAL= AP YEAR= 2020
NDA 206662 (pdf not found) INN (TACROLIMUS) TACROLIMUS (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2020
NDA 212297 (pdf not found) INN (TACROLIMUS) TACROLIMUS (BIOCON PHARMA) APPROVAL= AP YEAR= 2020
NDA 213112 (pdf not found) INN (TACROLIMUS) TACROLIMUS (CONCORD BIOTECH LTD) APPROVAL= AP YEAR= 2020
NDA 210929 (pdf not found) INN (TACROLIMUS) TACROLIMUS (HANGZHOU ZHONGMEI) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 212387 (pdf not found) INN (TACROLIMUS) TACROLIMUS (ENCUBE) APPROVAL= AP YEAR= 2023
NDA 215012 (pdf not found) INN (TACROLIMUS) TACROLIMUS (CHENGDU) APPROVAL= AP YEAR= 2024
NDA 217108 (pdf not found) INN (TACROLIMUS) TACROLIMUS (NEXUS) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL