PRD_000144
Summary
| Name: | Cyclosporin C |
| Formula: | C62 H111 N11 O13 |
| Fomular weight: | 1218.611 |
| Component type: | peptide-like |
| Polymer sequences: | DAL, MLE, MLE, MVA, BMT, THR, SAR, MLE, VAL, MLE, ALA |
| Non-polymer components: | |
| BIRD class: | Immunosuppressant |
| Represented as: | polymer |
| Compound Details: | CYCLOSPORIN IS A CYCLIC UNDECAPEPTIDE. HERE, CYCLOSPORIN C IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | CYCLOSPORIN C IS A CYCLIC UNDECAPEPTIDE. CYCLIZATION IS ACHIEVED BY LINKING THE N- AND THE C- TERMINI. CYCLOSPORIN C IS A NATURAL ANALOG OF CYCLOSPORIN A, OBTAINED FROM A DIFFERENT NUTRIENT BROTH AND DIFFERS FROM CYCLOSPORIN A IN RESIDUE 6 (ABA6THR). |
| Families: | FAM_000060 |
| Program | Version | Name |
| ACDLabs | 12.01 | (3R,6S,9R,12R,15R,18R,21S,24R,30R,33S)-30-[(1S)-1-hydroxyethyl]-33-[(1R,2S,4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
| OpenEye OEToolkits | 1.7.6 | (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-1,4,7,10,12,15,19,25,28-nonamethyl-33-[(E,1R,2R)-2-methyl-1-oxidanyl-hex-4-enyl]-6,9,18,24-tetrakis(2-methylpropyl)-30-[(1R)-1-oxidanylethyl]-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C1N(C)C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C)C(C(=O)N(C)C(C(=O)N(C)C(C(=O)N(C)C(C(=O)NC(C(=O)N(C)C1)C(O)C)C(O)C(C)C\C=C/C)C(C)C)CC(C)C)CC(C)C)C)C)CC(C)C)C)C(C)C)CC(C)C |
| InChI | InChI | 1.03 | InChI=1S/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25-/t39-,40+,41+,42-,43+,44+,45+,46-,48-,49+,50+,51-,52+/m0/s1 |
| InChIKey | InChI | 1.03 | JTOKYIBTLUQVQV-FGHQGBLESA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | C\C=C/C[C@H](C)[C@@H](O)[C@@H]1N(C)C(=O)[C@@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@@H](CC(C)C)N(C)C(=O)CN(C)C(=O)[C@H](NC1=O)[C@H](C)O)C(C)C |
| SMILES | CACTVS | 3.370 | CC=CC[CH](C)[CH](O)[CH]1N(C)C(=O)[CH](C(C)C)N(C)C(=O)[CH](CC(C)C)N(C)C(=O)[CH](CC(C)C)N(C)C(=O)[CH](C)NC(=O)[CH](C)NC(=O)[CH](CC(C)C)N(C)C(=O)[CH](NC(=O)[CH](CC(C)C)N(C)C(=O)CN(C)C(=O)[CH](NC1=O)[CH](C)O)C(C)C |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C/C=C/C[C@@H](C)[C@H]([C@H]1C(=O)N[C@H](C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)[C@@H](C)O)O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC=CCC(C)C(C1C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N1C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)C(C)O)O |
