| Entry |
|
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| Name |
Cyclosporine (USP);
Ciclosporin (JP18);
Gengraf (TN);
Neoral (TN);
Restasis (TN);
Sandimmune (TN) |
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| Product |
|
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| Generic |
CYCLOSPORINE (American Health Packaging), CYCLOSPORINE (Apotex Corp), CYCLOSPORINE (Apotex Corp.), CYCLOSPORINE (Devatis), CYCLOSPORINE (Dr. Reddy's Laboratories), CYCLOSPORINE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), CYCLOSPORINE (KVK-TECH), CYCLOSPORINE (Lupin Pharmaceuticals), CYCLOSPORINE (Mayne Pharma), CYCLOSPORINE (Mylan Pharmaceuticals), CYCLOSPORINE (Strides Pharma Science Limited), CYCLOSPORINE (Teva Pharmaceuticals USA), CYCLOSPORINE (Teva Pharmaceuticals USA), CYCLOSPORINE, MODFIED (Apotex Corp.), GENGRAF (AbbVie), GENGRAF (AbbVie) |
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| Formula |
C62H111N11O12
|
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| Exact mass |
1201.8414
|
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| Mol weight |
1202.61
|
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| Structure |
|
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| Simcomp |
|
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| Sequence |
0 D-Ala 1 Leu 2 Leu 3 Val 4 Thr 5 Abu 6 Sar 7 Leu 8 Val
9 Leu 10 Ala (Cyclization: 0-10) |
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| Type |
NRP |
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| Source |
Cylindrocarpon lucidum [TAX: 301100], Tolypocladium inflatum [TAX: 29910]
|
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| Class |
Immunological agent
DG03129 Calcineurin inhibitor
Dermatological agent
DG03243 Atopic dermatitis agent
Metabolizing enzyme substrate
DG01633 CYP3A/CYP3A4 substrate
DG02913 CYP3A4 substrate
Metabolizing enzyme inhibitor
DG02852 CYP3A/CYP3A4 inhibitor
DG01522 CYP3A4 inhibitor
Transporter inhibitor
DG01622 ABCB1 inhibitor
|
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| Remark |
|
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| Efficacy |
Immunosuppressant, Calcineurin inhibitor |
|---|
| Disease |
Keratoconjunctivitis sicca [DS: H01641] Organ rejection in kidney, liver, and heart allogeneic transplants [DS: H00083] Rheumatoid arthritis [DS: H00630] Psoriasis [DS: H01656] |
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| Comment |
Complex Ciclosporin and cyclophilin inhibit calcineurin.
|
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| Target |
|
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| Pathway |
| hsa04650 | Natural killer cell mediated cytotoxicity |
| hsa04658 | Th1 and Th2 cell differentiation |
| hsa04660 | T cell receptor signaling pathway |
|
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| Metabolism |
Enzyme: CYP3A4 [HSA: 1576]
|
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| Interaction |
CYP inhibition: CYP3A4 [HSA: 1576]
Transporter inhibition: ABCB1 [HSA: 5243]
|
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| Structure map |
|
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| Other map |
|
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| Brite |
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 IMMUNOSUPPRESSANTS
L04A IMMUNOSUPPRESSANTS
L04AD Calcineurin inhibitors
L04AD01 Ciclosporin
D00184 Cyclosporine (USP) <JP/US>
S SENSORY ORGANS
S01 OPHTHALMOLOGICALS
S01X OTHER OPHTHALMOLOGICALS
S01XA Other ophthalmologicals
S01XA18 Ciclosporin
D00184 Cyclosporine (USP) <JP/US>
USP drug classification [BR:br08302]
Immunological Agents
Immunosuppressants
Calcineurin Inhibitors
Cyclosporine
D00184 Cyclosporine (USP)
Ophthalmic Agents
Ophthalmic Agents, Other
Cyclosporine
D00184 Cyclosporine (USP)
Therapeutic category of drugs in Japan [BR:br08301]
1 Agents affecting nervous system and sensory organs
13 Agents affecting sensory organs
131 Ophthalmic agents
1319 Others
D00184 Cyclosporine (USP); Ciclosporin (JP18)
3 Agents affecting metabolism
39 Other agents affecting metabolism
399 Miscellaneous
3999 Others
D00184 Cyclosporine (USP); Ciclosporin (JP18)
Drug groups [BR:br08330]
Immunological agent
DG03129 Calcineurin inhibitor
D00184 Cyclosporine
Dermatological agent
DG03243 Atopic dermatitis agent
D00184 Cyclosporine
Metabolizing enzyme substrate
DG01633 CYP3A/CYP3A4 substrate
DG02913 CYP3A4 substrate
D00184 Cyclosporine
Metabolizing enzyme inhibitor
DG02852 CYP3A/CYP3A4 inhibitor
DG01522 CYP3A4 inhibitor
D00184 Cyclosporine
Transporter inhibitor
DG01622 ABCB1 inhibitor
D00184 Cyclosporine
Drug classes [BR:br08332]
Immunological agent
DG03129 Calcineurin inhibitor
D00184 Cyclosporine
Dermatological agent
DG03243 Atopic dermatitis agent
D00184 Cyclosporine
Target-based classification of drugs [BR:br08310]
Enzymes
Hydrolases (EC3)
Phosphatases
PPP3C/PPP3R/CHP
D00184 Cyclosporine (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
D00184 Ciclosporin
New drug approvals in Europe [br08329.html]
European public assessment reports (EPAR) authorised medicine
D00184
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
D00184
Drug transporters
D00184
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| Other DBs |
|
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| LinkDB |
|
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| KCF data |
ATOM 85
1 C1c C 28.1636 -12.7243
2 N1c N 27.0718 -13.3558
3 C5a C 29.2552 -13.3558
4 C1c C 28.1636 -11.4670
5 C5a C 25.9801 -12.7243
6 C1a C 27.0718 -14.6131
7 N1b N 30.3469 -12.7243
8 O5a O 29.2552 -14.6131
9 C1c C 29.2552 -10.8353
10 O1a O 27.0718 -10.8353
11 C1c C 24.8884 -13.3558
12 O5a O 25.9801 -11.4670
13 C1c C 31.4386 -13.3558
14 C1a C 30.3469 -11.4670
15 N1c N 23.7969 -12.7243
16 C1c C 24.9524 -15.0494
17 C5a C 32.5303 -12.7243
18 C1b C 31.4386 -14.6131
19 C5a C 22.7052 -13.3558
20 C1a C 23.7969 -11.4670
21 C1a C 23.8607 -15.6811
22 C1a C 26.0440 -15.6811
23 N1c N 33.6219 -13.3558
24 O5a O 32.5303 -11.4670
25 C1c C 21.6136 -12.7243
26 O5a O 22.7052 -14.6131
27 C1b C 33.6219 -14.6131
28 C1a C 34.7137 -12.7243
29 N1c N 20.5219 -13.3558
30 C1b C 21.6136 -11.4670
31 C5a C 34.7137 -15.2449
32 C5a C 20.5219 -16.7532
33 C1a C 19.2584 -13.3558
34 C1c C 20.5219 -10.8353
35 N1c N 34.7075 -16.8653
36 O5a O 35.8054 -14.6131
37 C1c C 19.4302 -18.5750
38 C1a C 20.5219 -9.5720
39 C1a C 19.4302 -11.4670
40 C1c C 34.7137 -19.8322
41 C1a C 35.9525 -16.8677
42 N1c N 19.4302 -19.8322
43 C1b C 18.3385 -17.9432
44 C5a C 33.6219 -20.4640
45 C1b C 35.8054 -20.4640
46 C5a C 20.5219 -20.4640
47 C1a C 18.3385 -20.4640
48 C1c C 17.2468 -18.5750
49 N1b N 32.5303 -19.8322
50 O5a O 33.6219 -21.7213
51 C1c C 36.8971 -19.8322
52 C1c C 21.6136 -19.8322
53 O5a O 20.5219 -21.7213
54 C1a C 16.1552 -17.9432
55 C1c C 31.4386 -20.4640
56 C1a C 37.9888 -20.4640
57 C1a C 36.8971 -18.5750
58 N1b N 22.7052 -20.4640
59 C1a C 21.6136 -18.6450
60 C5a C 30.3469 -19.8322
61 C1c C 31.4631 -22.1013
62 C5a C 23.7969 -19.8322
63 N1c N 29.2552 -20.4640
64 O5a O 30.3469 -18.5750
65 C1a C 30.2978 -23.0643
66 C1a C 32.5731 -22.9662
67 C1c C 24.8884 -20.4640
68 O5a O 23.7969 -18.5750
69 C1c C 28.1636 -19.8322
70 C1a C 29.2552 -21.7213
71 N1b N 25.9801 -19.8322
72 C1a C 24.8884 -21.7213
73 C5a C 27.0718 -20.4640
74 C1b C 28.1636 -17.4739
75 O5a O 27.0718 -21.7213
76 C1c C 29.2552 -16.8421
77 C1a C 29.2492 -15.5788
78 C1a C 30.3469 -17.4678
79 C1a C 32.6521 -15.3129
80 C1a C 17.2463 -19.9498
81 O5a O 21.7154 -17.4420
82 C1b C 29.2552 -9.4500
83 C2b C 30.4713 -8.7480
84 C2b C 31.6685 -9.4394
85 C1a C 32.8550 -8.7544
BOND 85
1 1 2 1
2 1 3 1
3 1 4 1
4 2 5 1
5 2 6 1
6 3 7 1
7 3 8 2
8 4 9 1
9 4 10 1
10 5 11 1
11 5 12 2
12 7 13 1
13 9 14 1
14 11 15 1
15 11 16 1
16 13 17 1
17 13 18 1
18 15 19 1
19 15 20 1
20 16 21 1
21 16 22 1
22 17 23 1
23 17 24 2
24 19 25 1
25 19 26 2
26 23 27 1
27 23 28 1
28 25 29 1
29 25 30 1
30 27 31 1
31 29 32 1
32 29 33 1
33 30 34 1
34 31 35 1
35 31 36 2
36 34 38 1
37 34 39 1
38 35 40 1
39 35 41 1
40 37 42 1
41 37 43 1
42 40 44 1
43 40 45 1
44 42 46 1
45 42 47 1
46 43 48 1
47 44 49 1
48 44 50 2
49 45 51 1
50 46 52 1
51 46 53 2
52 48 54 1
53 49 55 1
54 51 56 1
55 51 57 1
56 52 58 1
57 52 59 1
58 55 60 1
59 55 61 1
60 58 62 1
61 60 63 1
62 60 64 2
63 61 65 1
64 61 66 1
65 62 67 1
66 62 68 2
67 63 69 1
68 63 70 1
69 67 71 1
70 67 72 1
71 69 73 1
72 69 74 1
73 73 75 2
74 74 76 1
75 76 77 1
76 76 78 1
77 71 73 1
78 18 79 1
79 48 80 1
80 32 81 2
81 37 32 1
82 9 82 1
83 82 83 1
84 83 84 2
85 84 85 1
|
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