KEGG DRUG: Zoledronic acid

Chemical structure group:

Product (DG00787):

D01968<JP/US>

Efficacy

Antihypercalcemia, Antiresorptive, Farnesylpyrophosphate synthetase inhibitor

Disease

Osteoporosis [DS:H01593]
Glucocorticoid-induced osteoporosis [DS:H01709]
Paget's disease of bone [DS:H00437]
Multiple myeloma [DS:H00010]

Comment

Bisphosphonate

Target

FDPS [HSA:2224] [KO:K00787]

Pathway

hsa00900

Terpenoid backbone biosynthesis

Interaction

Structure map

map07047

Osteoporosis drugs

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
M MUSCULO-SKELETAL SYSTEM
  M05 DRUGS FOR TREATMENT OF BONE DISEASES
   M05B DRUGS AFFECTING BONE STRUCTURE AND MINERALIZATION
    M05BA Bisphosphonates
     M05BA08 Zoledronic acid
      D01968  Zoledronic acid (USAN) <JP/US>
USP drug classification [BR:br08302]
Antineoplastics
  Antineoplastic Adjuncts/Mitigators
   Zoledronic Acid
    D01968  Zoledronic acid (USAN)
Metabolic Bone Disease Agents
  Bisphosphonates
   Zoledronic Acid
    D01968  Zoledronic acid (USAN)
Therapeutic category of drugs in Japan [BR:br08301]
3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D01968  Zoledronic acid (USAN); Zoledronic acid hydrate (JAN)
Drug groups [BR:br08330]
Musculo-skeletal system agent
  DG03232  Osteoporosis agent
   DG01600  Bisphosphonate
    DG00787  Zoledronic acid
     D01968  Zoledronic acid
Drug classes [BR:br08332]
Musculo-skeletal system agent
  DG03232  Osteoporosis agent
   D01968  Zoledronic acid
Target-based classification of drugs [BR:br08310]
Enzymes
  Transferases (EC2)
   Alkyl/Aryl transferases
    FDPS
     D01968  Zoledronic acid (USAN) <JP/US>
New drug approvals in the USA [br08319.html]
New molecular entities and new therapeutic biological products
  D01968
New drug approvals in Europe [br08329.html]
European public assessment reports (EPAR) authorised medicine
  D01968
New drug approvals in Japan [br08318.html]
Drugs with new active ingredients
  D01968
New drug approvals in the USA, Europe and Japan [br08328.html]
Approval dates by FDA, EMA and PMDA
  D01968
Drug groups [BR:br08330]
Musculo-skeletal system agent
  DG03232  Osteoporosis agent
   DG01600  Bisphosphonate
    DG00787  Zoledronic acid

Other DBs

CAS:	165800-06-6

PubChem:

7849030

LigandBox:

D01968

LinkDB

KCF data

ATOM        17
            1   O0  O    28.8400  -25.1300
            2   C1d C    23.3100  -23.8000
            3   P1b P    24.5700  -24.4300
            4   P1b P    22.1200  -24.4300
            5   C1b C    23.3100  -22.4000
            6   O1c O    20.9300  -23.8000
            7   O1c O    22.1200  -25.8300
            8   O1c O    20.5800  -25.4100
            9   O1c O    25.6900  -23.8000
            10  O1c O    24.5700  -25.8300
            11  O1c O    25.6900  -25.1300
            12  O1a O    23.3100  -25.2000
            13  N4y N    24.5000  -21.7000
            14  C8x C    25.8300  -22.1200
            15  N5x N    26.6700  -21.0000
            16  C8x C    25.8300  -19.8800
            17  C8x C    24.5000  -20.3000
BOND        16
            1     2   3 1
            2     2   4 1
            3     2   5 1
            4     4   6 2
            5     4   7 1
            6     4   8 1
            7     3   9 2
            8     3  10 1
            9     3  11 1
            10    2  12 1
            11    5  13 1
            12   13  14 1
            13   14  15 2
            14   15  16 1
            15   16  17 2
            16   13  17 1

DRUG: Zoledronate disodium

Entry

D06378                      Drug

Name

Zoledronate disodium (USAN);
Zoledronate disodium hydrate

Formula

C5H8N2O7P2. 4H2O. 2Na

Exact mass

388.0025

Mol weight

388.11

Structure

Simcomp

Class

Musculo-skeletal system agent
DG03232 Osteoporosis agent
DG01600 Bisphosphonate

Remark

ATC code:

Chemical structure group:

Product (DG00787):

D01968<JP/US>

Efficacy

Antiresorptive, Osteoporosis agent, Farnesylpyrophosphate synthetase inhibitor

Comment

Bisphosphonate

Target

FDPS [HSA:2224] [KO:K00787]

Pathway

hsa00900

Terpenoid backbone biosynthesis

Interaction

Structure map

map07047

Osteoporosis drugs

Brite

Other DBs

CAS:	165800-07-7

PubChem:

47208035

LigandBox:

D06378

LinkDB

KCF data

ATOM        22
            1   O0  O    29.7532  -21.9474
            2   Z   Na   17.3489  -25.3385 #+
            3   Z   Na   25.9710  -25.1586 #+
            4   C1d C    22.1900  -23.7300
            5   P1b P    23.4500  -24.3600
            6   P1b P    21.0700  -24.3600
            7   C1b C    22.1900  -22.4000
            8   O1c O    19.8800  -23.7300
            9   O1c O    21.0700  -25.7600
            10  O1c O    19.5300  -25.3400 #-
            11  O1c O    24.5700  -23.7300
            12  O1c O    23.4500  -25.7600
            13  O1c O    24.7100  -25.1300 #-
            14  O1a O    22.1900  -25.1300
            15  N4y N    23.3800  -21.7000
            16  C8x C    24.7100  -22.1200
            17  N5x N    25.5500  -21.0000
            18  C8x C    24.7100  -19.8800
            19  C8x C    23.3800  -20.3000
            20  O0  O    29.7532  -21.9474
            21  O0  O    29.7532  -21.9474
            22  O0  O    29.7532  -21.9474
BOND        16
            1     4   5 1
            2     4   6 1
            3     4   7 1
            4     6   8 2
            5     6   9 1
            6     6  10 1
            7     5  11 2
            8     5  12 1
            9     5  13 1
            10    4  14 1
            11    7  15 1
            12   15  16 1
            13   16  17 2
            14   17  18 1
            15   18  19 2
            16   15  19 1
BRACKET     1    27.3700  -23.0300   27.3700  -21.0000
            1    30.5200  -21.0000   30.5200  -23.0300
            1  4
ORIGINAL  1    1
REPEAT    1   20  21  22

DRUG: Zoledronate trisodium

Entry

D06379                      Drug

Name

Zoledronate trisodium (USAN);
Zoledronate trisodium hydrate

Formula

(C5H7N2O7P2. 3Na)5. 2H2O

Exact mass

1725.7319

Mol weight

1726.21

Structure

Class

Musculo-skeletal system agent
DG03232 Osteoporosis agent
DG01600 Bisphosphonate

Remark

ATC code:

Chemical structure group:

Product (DG00787):

D01968<JP/US>

Efficacy

Antiresorptive, Osteoporosis agent, Farnesylpyrophosphate synthetase inhibitor

Comment

Bisphosphonate

Target

FDPS [HSA:2224] [KO:K00787]

Pathway

hsa00900

Terpenoid backbone biosynthesis

Interaction

Structure map

map07047

Osteoporosis drugs

Brite

Other DBs

CAS:	165800-08-8

PubChem:

47208036

LigandBox:

D06379

LinkDB

KCF data

ATOM        97
            1   O0  O    27.2333  -35.4575
            2   Z   Na   21.1402  -36.8202 #+
            3   Z   Na   14.1002  -38.8057 #+
            4   Z   Na   17.9902  -38.9202 #+
            5   C1d C    17.4300  -35.4200
            6   P1b P    18.6424  -36.1200
            7   P1b P    16.2176  -36.1200
            8   O1c O    15.0221  -35.4296
            9   O1c O    16.2175  -37.5198
            10  O1c O    14.8120  -37.2303 #-
            11  O1c O    19.8379  -35.4296
            12  O1c O    18.6425  -37.6598 #-
            13  O1c O    19.8380  -36.8103 #-
            14  C1b C    17.4300  -34.0200
            15  O1a O    17.4300  -36.8200
            16  N4y N    18.6424  -33.3200
            17  C8x C    19.9623  -33.7178
            18  N5x N    20.7512  -32.5861
            19  C8x C    19.9187  -31.4862
            20  C8x C    18.6153  -31.9380
            21  O0  O    27.2333  -35.4575
            22  Z   Na   21.1402  -36.8202 #+
            23  Z   Na   14.1002  -38.8057 #+
            24  Z   Na   17.9902  -38.9202 #+
            25  C1d C    17.4300  -35.4200
            26  P1b P    18.6424  -36.1200
            27  O1c O    19.8379  -35.4296
            28  O1c O    18.6425  -37.6598 #-
            29  O1c O    19.8380  -36.8103 #-
            30  P1b P    16.2176  -36.1200
            31  O1c O    15.0221  -35.4296
            32  O1c O    16.2175  -37.5198
            33  O1c O    14.8120  -37.2303 #-
            34  C1b C    17.4300  -34.0200
            35  N4y N    18.6424  -33.3200
            36  C8x C    19.9623  -33.7178
            37  N5x N    20.7512  -32.5861
            38  C8x C    19.9187  -31.4862
            39  C8x C    18.6153  -31.9380
            40  O1a O    17.4300  -36.8200
            41  Z   Na   21.1402  -36.8202 #+
            42  Z   Na   14.1002  -38.8057 #+
            43  Z   Na   17.9902  -38.9202 #+
            44  C1d C    17.4300  -35.4200
            45  P1b P    18.6424  -36.1200
            46  O1c O    19.8379  -35.4296
            47  O1c O    18.6425  -37.6598 #-
            48  O1c O    19.8380  -36.8103 #-
            49  P1b P    16.2176  -36.1200
            50  O1c O    15.0221  -35.4296
            51  O1c O    16.2175  -37.5198
            52  O1c O    14.8120  -37.2303 #-
            53  C1b C    17.4300  -34.0200
            54  N4y N    18.6424  -33.3200
            55  C8x C    19.9623  -33.7178
            56  N5x N    20.7512  -32.5861
            57  C8x C    19.9187  -31.4862
            58  C8x C    18.6153  -31.9380
            59  O1a O    17.4300  -36.8200
            60  Z   Na   21.1402  -36.8202 #+
            61  Z   Na   14.1002  -38.8057 #+
            62  Z   Na   17.9902  -38.9202 #+
            63  C1d C    17.4300  -35.4200
            64  P1b P    18.6424  -36.1200
            65  O1c O    19.8379  -35.4296
            66  O1c O    18.6425  -37.6598 #-
            67  O1c O    19.8380  -36.8103 #-
            68  P1b P    16.2176  -36.1200
            69  O1c O    15.0221  -35.4296
            70  O1c O    16.2175  -37.5198
            71  O1c O    14.8120  -37.2303 #-
            72  C1b C    17.4300  -34.0200
            73  N4y N    18.6424  -33.3200
            74  C8x C    19.9623  -33.7178
            75  N5x N    20.7512  -32.5861
            76  C8x C    19.9187  -31.4862
            77  C8x C    18.6153  -31.9380
            78  O1a O    17.4300  -36.8200
            79  Z   Na   21.1402  -36.8202 #+
            80  Z   Na   14.1002  -38.8057 #+
            81  Z   Na   17.9902  -38.9202 #+
            82  C1d C    17.4300  -35.4200
            83  P1b P    18.6424  -36.1200
            84  O1c O    19.8379  -35.4296
            85  O1c O    18.6425  -37.6598 #-
            86  O1c O    19.8380  -36.8103 #-
            87  P1b P    16.2176  -36.1200
            88  O1c O    15.0221  -35.4296
            89  O1c O    16.2175  -37.5198
            90  O1c O    14.8120  -37.2303 #-
            91  C1b C    17.4300  -34.0200
            92  N4y N    18.6424  -33.3200
            93  C8x C    19.9623  -33.7178
            94  N5x N    20.7512  -32.5861
            95  C8x C    19.9187  -31.4862
            96  C8x C    18.6153  -31.9380
            97  O1a O    17.4300  -36.8200
BOND        80
            1     5   6 1
            2     5   7 1
            3     7   8 2
            4     7   9 1
            5     7  10 1
            6     6  11 2
            7     6  12 1
            8     6  13 1
            9     5  14 1
            10    5  15 1
            11   14  16 1
            12   16  17 1
            13   17  18 2
            14   18  19 1
            15   19  20 2
            16   16  20 1
            17   25  26 1
            18   25  30 1
            19   30  31 2
            20   30  32 1
            21   30  33 1
            22   26  27 2
            23   26  28 1
            24   26  29 1
            25   25  34 1
            26   25  40 1
            27   34  35 1
            28   35  36 1
            29   36  37 2
            30   37  38 1
            31   38  39 2
            32   35  39 1
            33   44  45 1
            34   44  49 1
            35   49  50 2
            36   49  51 1
            37   49  52 1
            38   45  46 2
            39   45  47 1
            40   45  48 1
            41   44  53 1
            42   44  59 1
            43   53  54 1
            44   54  55 1
            45   55  56 2
            46   56  57 1
            47   57  58 2
            48   54  58 1
            49   63  64 1
            50   63  68 1
            51   68  69 2
            52   68  70 1
            53   68  71 1
            54   64  65 2
            55   64  66 1
            56   64  67 1
            57   63  72 1
            58   63  78 1
            59   72  73 1
            60   73  74 1
            61   74  75 2
            62   75  76 1
            63   76  77 2
            64   73  77 1
            65   82  83 1
            66   82  87 1
            67   87  88 2
            68   87  89 1
            69   87  90 1
            70   83  84 2
            71   83  85 1
            72   83  86 1
            73   82  91 1
            74   82  97 1
            75   91  92 1
            76   92  93 1
            77   93  94 2
            78   94  95 1
            79   95  96 2
            80   92  96 1
BRACKET     1    24.7800  -36.4000   24.7800  -34.5800
            1    27.9300  -34.5800   27.9300  -36.4000
            1  2
ORIGINAL  1    1
REPEAT    1   21
            2    12.5300  -40.2500   12.5300  -30.5200
            2    23.0300  -30.5200   23.0300  -40.2500
            2  5
ORIGINAL  2    2   3   4   5   6  11  12  13   7   8   9  10  14  16  17  18
            2   19  20  15
REPEAT    2   22  23  24  25  26  27  28  29  30  31  32  33  34  35  36  37
            2   38  39  40  41  42  43  44  45  46  47  48  49  50  51  52  53
            2   54  55  56  57  58  59  60  61  62  63  64  65  66  67  68  69
            2   70  71  72  73  74  75  76  77  78  79  80  81  82  83  84  85
            2   86  87  88  89  90  91  92  93  94  95  96  97

DRUG: Zoledronic acid

Entry

D08689                      Drug

Name

Zoledronic acid (INN);
Zometa (TN);
Reclast (TN)

Formula

C5H10N2O7P2

Exact mass

271.9963

Mol weight

272.09

Structure

Simcomp

Class

Musculo-skeletal system agent
DG03232 Osteoporosis agent
DG01600 Bisphosphonate

Remark

ATC code:

Chemical structure group:

Product (DG00787):

D01968<JP/US>

Efficacy

Antihypercalcemia, Antiresorptive, Farnesylpyrophosphate synthetase inhibitor

Comment

Bisphosphonate

Target

FDPS [HSA:2224] [KO:K00787]

Pathway

hsa00900

Terpenoid backbone biosynthesis

Interaction

Structure map

map07047

Osteoporosis drugs

Brite

Other DBs

CAS:	118072-93-8

PubChem:

96025372

ChEBI:

46557

PDB-CCD:

ZOL[PDBj]

LigandBox:

D08689

NIKKAJI:

J556.181G

LinkDB

KCF data

ATOM        16
            1   C1d C    22.9600  -23.8700
            2   P1b P    24.1500  -24.5000
            3   P1b P    21.7700  -24.5000
            4   C1b C    22.9600  -22.5400
            5   O1c O    20.5800  -23.8700
            6   O1c O    21.7700  -25.9000
            7   O1c O    20.2300  -25.4800
            8   O1c O    25.2700  -23.8700
            9   O1c O    24.1500  -25.9000
            10  O1c O    25.2700  -25.2000
            11  O1a O    22.9600  -25.2700
            12  N4y N    24.1724  -21.8400
            13  C8x C    25.4972  -22.2207
            14  N5x N    26.2717  -21.0791
            15  C8x C    25.4253  -19.9898
            16  C8x C    24.1278  -20.4582
BOND        16
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     3   5 2
            5     3   6 1
            6     3   7 1
            7     2   8 2
            8     2   9 1
            9     2  10 1
            10    1  11 1
            11    4  12 1
            12   12  13 1
            13   13  14 2
            14   14  15 1
            15   15  16 2
            16   12  16 1