PRD_001123
Summary
| Name: | CYCLOSPORIN C |
| Formula: | C64 H114 N10 O14 |
| Fomular weight: | 1247.649 |
| Component type: | peptide-like |
| Polymer sequences: | VAD, MLE, LEU, MVA, BMT, THR, SAR, MLE, LEU, 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). THIS IS A CYCLOSPORIN C VARIANT THAT DIFFERS AT 1, 3, AND 9 POSITIONS. |
| Families: | FAM_000060 |
| Program | Version | Name |
| ACDLabs | 12.01 | (3R,6R,9S,12R,18R,21S,24R,27S,30R,33R)-18-[(1S)-1-hydroxyethyl]-21-[(1R,2S,4E)-1-hydroxy-2-methylhex-4-en-1-yl]-3,7,13,16,22,25,31-heptamethyl-6,9,12,27,30-pentakis(2-methylpropyl)-24,33-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28,31-decaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
| OpenEye OEToolkits | 1.7.6 | (3S,6S,9S,12S,18S,21S,24S,27S,30S,33R)-3,7,13,16,22,25,31-heptamethyl-21-[(E,1R,2R)-2-methyl-1-oxidanyl-hex-4-enyl]-6,9,12,27,30-pentakis(2-methylpropyl)-18-[(1R)-1-oxidanylethyl]-24,33-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28,31-decazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C1OC(C(=O)N(C(C(=O)NC(C(=O)N(C)C(C(=O)N(C)C(C(=O)NC(C(=O)N(C)CC(=O)N(C)C(C(=O)NC(C(=O)N(C)C(C(=O)NC1C)CC(C)C)CC(C)C)CC(C)C)C(O)C)C(O)C(C)C\C=C/C)C(C)C)CC(C)C)CC(C)C)C)C(C)C |
| InChI | InChI | 1.03 | InChI=1S/C64H114N10O14/c1-25-26-27-41(16)53(77)52-58(81)68-50(43(18)75)61(84)69(19)33-49(76)70(20)46(30-36(6)7)56(79)66-44(28-34(2)3)59(82)71(21)47(31-37(8)9)55(78)65-42(17)64(87)88-54(40(14)15)63(86)72(22)48(32-38(10)11)57(80)67-45(29-35(4)5)60(83)73(23)51(39(12)13)62(85)74(52)24/h25-26,34-48,50-54,75,77H,27-33H2,1-24H3,(H,65,78)(H,66,79)(H,67,80)(H,68,81) |
| InChIKey | InChI | 1.03 | LIHJQIQNBOBQOY-UHFFFAOYSA-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)NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@H](OC(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)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)NC(=O)[CH](CC(C)C)N(C)C(=O)[CH](OC(=O)[CH](C)NC(=O)[CH](CC(C)C)N(C)C(=O)[CH](CC(C)C)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)O[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)CC(C)C)C)C(C)C)C)CC(C)C)C)CC(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)OC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N1C)C(C)C)C)CC(C)C)CC(C)C)C)C(C)C)C)CC(C)C)C)CC(C)C)CC(C)C)C)C)C(C)O)O |
