| Entry |
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| Name |
Ciclosporin (JP16);
Cyclosporine (USP);
Gengraf (TN);
Neoral (TN);
Restasis (TN);
Sandimmune (TN)
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| Product |
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| Generic |
GENGRAF (AbbVie), GENGRAF (AbbVie), CYCLOSPORINE (American Health Packaging), CYCLOSPORINE (Apotex Corp.), CYCLOSPORINE (Bedford Laboratories), GENGRAF (Cardinal Health), CYCLOSPORINE (Cardinal Health), CYCLOSPORINE (Eon Labs), CYCLOSPORINE (IVAX Pharmaceuticals), CYCLOSPORINE (IVAX Pharmaceuticals), CYCLOSPORINE (Morton Grove Pharmaceuticals), CYCLOSPORINE (Paddock Laboratories), CYCLOSPORINE (Physicians Total Care), CYCLOSPORINE (Physicians Total Care), CYCLOSPORINE (Watson Laboratories) |
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| Formula |
C62H111N11O12
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| Exact mass |
1201.8414
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| Mol weight |
1202.6112
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| Structure |
     |
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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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| Activity |
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| Remark |
Same as: Therapeutic category: ATC code: |
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| Comment |
Complex Ciclosporin and cyclophilin [BR: ko03110] inhibit calcineurin.
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| Target |
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| Pathway |
hsa04660 T cell receptor signaling pathway | |
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| Metabolism |
Enzyme: CYP3A4 [HSA: 1576]
Transporter: ABCB1 [HSA: 5243]
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| Interaction |
CYP inhibition: CYP3A4 [HSA: 1576]
Transporter inhibition: SLCO1B1 [HSA: 10599], SLCO1B3 [HSA: 28234], SLCO2B1 [HSA: 11309], ABCB1 [HSA: 5243], ABCB11 [HSA: 8647], ABCC2 [HSA: 1244], ABCB4 [HSA: 5244], ABCG2 [HSA: 9429]
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| Pathway map |
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| Structure map |
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| Brite |
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 Ciclosporin (JP16); Cyclosporine (USP)
3 Agents affecting metabolism
39 Other agents affecting metabolism
399 Miscellaneous
3999 Others
D00184 Ciclosporin (JP16); Cyclosporine (USP)
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 IMMUNOSUPPRESSANTS
L04A IMMUNOSUPPRESSANTS
L04AD Calcineurin inhibitors
L04AD01 Ciclosporin
D00184 Ciclosporin (JP16); Cyclosporine (USP)
S SENSORY ORGANS
S01 OPHTHALMOLOGICALS
S01X OTHER OPHTHALMOLOGICALS
S01XA Other ophthalmologicals
S01XA18 Ciclosporin
D00184 Ciclosporin (JP16); Cyclosporine (USP)
USP drug classification [BR:br08302]
Immunological Agents
Immune Suppressants
Non-TNF Blockers
Cyclosporine
D00184 Ciclosporin (JP16); Cyclosporine (USP)
Ophthalmic Agents
Ophthalmic Agents, Other
Calcineurin Inhibitor Immunosuppressant
Cyclosporine
D00184 Ciclosporin (JP16); Cyclosporine (USP)
Target-based classification of drugs [BR:br08310]
Enzymes
Hydrolases
calcineurin [HSA:5530 5532 5533 5534 5535 11261 63928] [KO:K04348 K06268]
Ciclosporin [ATC:L04AD01 S01XA18]
D00184 Cyclosporine (USP)
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| Other DBs |
CAS: 59865-13-3 PubChem: DrugBank: LigandBox: NIKKAJI: |
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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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