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Compound Detail

CHEMBL923

RISEDRONIC ACID
💊 Approved Drug
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💊 Approved Drug
O=P(O)(O)C(O)(Cc1cccnc1)P(=O)(O)O

Basic Information

ChEMBL ID CHEMBL923
Name RISEDRONIC ACID
Phase Approved
Structure Type MOL
InChI Key IIDJRNMFWXDHID-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Acide risedronique Acido risedronico M05BA07 Ridron Risedronate Risedronic acid
23
Targets
94
Activities
3
Assay Types
8
PK Parameters
20
Publications
6
Known Names
13
Indications

Molecular Properties

283.1
MW (Da)
-0.37
ALogP
4
HBA
5
HBD
148.2
PSA (Ų)
0.47
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1998
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -dronate
USAN Year 1990

Extended Properties

Molecular Formula C7H11NO7P2
MW 283.11
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.19

Indications

Bone Diseases Back Pain Bone Diseases, Metabolic Osteitis Deformans Osteoporosis Osteoporosis, Postmenopausal Prostatic Neoplasms Prostatic Neoplasms, Castration-Resistant Spinal Cord Injuries Fibrous Dysplasia of Bone Lung Neoplasms Menopause Chronic Kidney Disease-Mineral and Bone Disorder

ATC Classification

M05BA07
risedronic acid
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: DRUGS FOR TREATMENT OF BONE DISEASES

Activity Summary

IC50 78 meas. best 9.44
Ki 9 meas. best 9.44
EC50 7 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
Ki 9.44 8.1067 0.4 3
Farnesyl pyrophosphate synthase
CHEMBL1782
IC50 9.44 7.6957 0.4 21
Farnesyl pyrophosphate synthase
CHEMBL2150832
Ki 7.8 7.8 16.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
Ki 7.77 7.77 17.0 1
Unchecked
CHEMBL612545
IC50 7.57 6.19 27.0 11
Farnesyl diphosphate synthase
CHEMBL4752
IC50 7.57 7.57 27.0 2
Farnesyl diphosphate synthase
CHEMBL5831
IC50 7.13 7.13 74.0 3
Butyrophilin subfamily 3 member A1
CHEMBL4105758
EC50 7.1 7.1 80.0 1
Unchecked
CHEMBL612545
EC50 7.1 6.2 80.0 2
Farnesyl pyrophosphate synthase
CHEMBL3693
IC50 6.77 6.77 169.8 3
Mus musculus
CHEMBL375
IC50 6.52 6.52 300.0 1
Toxoplasma gondii
CHEMBL612888
IC50 6.31 6.31 490.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.92 5.885 1200.0 2
Leishmania donovani
CHEMBL367
IC50 5.64 5.64 2300.0 1
HFF
CHEMBL614071
IC50 5.62 5.62 2400.0 1
Toxoplasma gondii
CHEMBL612888
EC50 5.62 5.62 2400.0 1
Dictyostelium discoideum
CHEMBL612373
IC50 5.52 5.205 3000.0 4
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 5.38 5.1733 4120.0 3
Trypanosoma brucei
CHEMBL612849
IC50 5.07 5.07 8600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.0 4.985 10000.0 2
Unchecked
CHEMBL612545
Ki 4.89 4.61 13000.0 3
RPMI-8226
CHEMBL614882
EC50 4.89 4.89 13000.0 1
Plasmodium berghei
CHEMBL612653
IC50 4.8 4.8 16000.0 1
SF-268
CHEMBL613977
IC50 4.63 4.63 23300.0 1
ADMET
CHEMBL612558
IC50 4.51 4.51 31000.0 1
MCF7
CHEMBL387
IC50 4.45 4.45 35700.0 1
NCI-H460
CHEMBL396
IC50 4.36 4.36 43700.0 1
Entamoeba histolytica
CHEMBL612853
IC50 4.13 4.13 73500.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 1.5 mL.min-1.kg-1 Homo sapiens
CL 1.5 mL.min-1.kg-1 Homo sapiens
CL 0.2 mL.min-1.kg-1 Homo sapiens
CL 1.5 mL.min-1.kg-1 Homo sapiens
Fu 0.76 - Homo sapiens
Fu 0.76 - Homo sapiens
MRT 70.0 hr Homo sapiens
T1/2 200.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 0.36 nM 9.44 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase IC50 = 0.36 nM 9.44 Inhibition of human FPPS using pre-incubation of compound with enzyme 25815158
Farnesyl pyrophosphate synthase IC50 = 3.9 nM 8.41 Inhibition of human recombinant FPP synthase expressed in Escherichia coli S100 ... 34236862
Farnesyl pyrophosphate synthase IC50 = 5.2 nM 8.28 Inhibition of human recombinant FPPS using GPP/[3H]IPP as substrate incubated fo... 23998921
Farnesyl pyrophosphate synthase IC50 = 5.7 nM 8.24 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase IC50 = 5.7 nM 8.24 Inhibition of human FPPS 18434151
Farnesyl pyrophosphate synthase IC50 = 6.0 nM 8.22 Inhibition of FDPS (unknown origin) 25935643
Farnesyl pyrophosphate synthase IC50 = 6.0 nM 8.22 Allosteric inhibition of human recombinant FPPS using GPP and [3H]IPP as substra... 24911527
Farnesyl pyrophosphate synthase IC50 = 10.0 nM 8.0 Inhibitory activity against the human recombinant FPPSase (Farnesyl diphosphate)... 12014956
Farnesyl pyrophosphate synthase IC50 = 10.0 nM 8.0 Inhibition of FDPS (unknown origin) 31699606
Farnesyl pyrophosphate synthase IC50 = 10.0 nM 8.0 Inhibition of recombinant human FPPS expressed in Escherichia coli by scintillat... 21780776
Farnesyl pyrophosphate synthase IC50 = 11.0 nM 7.96 Inhibition of human recombinant FPPS using GPP/[3H]IPP as substrate incubated fo... 23998921
Farnesyl pyrophosphate synthase IC50 = 11.0 nM 7.96 Inhibition of human recombinant N-terminal-His6 tagged FPPS expressed in Escheri... 22390415
Farnesyl pyrophosphate synthase IC50 = 11.0 nM 7.96 Inhibition of human His6-tagged recombinant FPPS expressed in Escherichia coli B... 22884353
Farnesyl pyrophosphate synthase IC50 = 11.0 nM 7.96 Inhibition of human FPPS 25630225
Farnesyl pyrophosphate synthase Ki = 16.0 nM 7.8 Inhibition of recombinant Leishmania major FPPS expressed in Escherichia coli BL... 32979487
Farnesyl pyrophosphate synthase Ki = 16.0 nM 7.8 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase Ki = 17.0 nM 7.77 Binding affinity towards Farnesyl diphosphate synthase from leishmania major 15828834
Unchecked IC50 = 27.0 nM 7.57 Inhibition of Trypanosoma cruzi recombinant FPPS assessed as incorporation of [4... 24300918
Farnesyl diphosphate synthase IC50 = 27.0 nM 7.57 Inhibition of Trypanosoma cruzi farnesyl diphosphate synthase assessed as incorp... 23318904

Literature References

PubMed DOI Target Context # Activities
20457823 10.1128/aac.00198-10 Plasmodium berghei 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 9
20070106 10.1021/jm901371v Homo sapiens 8
20457823 10.1128/aac.00198-10 Unchecked 6
30216851 10.1016/j.ejmech.2018.08.044 Bone marrow cell 5
18426954 10.1124/dmd.108.020479 ADMET 4
22390415 10.1021/jm201657x Farnesyl pyrophosphate synthase 4
24911527 10.1021/jm500629e Farnesyl pyrophosphate synthase 4
18327899 10.1021/jm7015733 Farnesyl pyrophosphate synthase 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
17535895 10.1073/pnas.0702254104 Unchecked 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
14711309 10.1021/jm0303709 Unchecked 4
34547896 10.1021/acs.jmedchem.1c00823 Transthyretin 4
30216851 10.1016/j.ejmech.2018.08.044 RAW264.7 3
20394422 10.1021/jm900232u Unchecked 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
23998921 10.1021/jm400946f Farnesyl pyrophosphate synthase 3
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3

Data from ChEMBL 36 via Core Engine