PRD_001131
Summary
| Name: | GRAMICIDIN A |
| Formula: | C90 H133 N19 O17 |
| Fomular weight: | 1753.136 |
| Component type: | peptide-like |
| Polymer sequences: | FVA, GLY, ALA, DLE, ALA, DVA, VAL, DVA, TRP, DLE, TRP, DLE, TRP, DLE, GLY, ETA |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | GRAMICIDIN IS A HETEROGENEOUS MIXTURE OF SEVERAL COMPOUNDS INCLUDING GRAMICIDIN A, B AND C WHICH ARE OBTAINED FROM BACILLUS BREVIS AND COLLECTIVELY CALLED GRAMICIDIN D. HERE, GRAMICIDIN A IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | GRAMICIDIN A IS A HEXADECAMERIC HELICAL PEPTIDE WITH ALTERNATING D,L CHARACTERISTICS. THE N-TERM IS FORMYLATED (RESIDUE 0). THE C-TERM IS CAPPED WITH ETHANOLAMINE (RESIDUE 16). |
| Families: | FAM_000064 |
| Program | Version | Name |
| OpenEye OEToolkits | 1.7.6 | (2R)-2-[[(2S)-2-[2-[[(2S)-2-formamido-3-methyl-butanoyl]amino]ethanoylamino]propanoyl]amino]-N-[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[2-(2-hydroxyethylamino)-2-oxidanylidene-ethyl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxidanylidene-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxidanylidene-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxidanylidene-propan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-1-oxidanylidene-propan-2-yl]-4-methyl-pentanamide |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C90H133N19O17/c1-46(2)33-65(80(116)95-43-72(112)91-31-32-110)101-84(120)69(37-56-40-92-62-28-22-19-25-59(56)62)104-82(118)67(35-48(5)6)102-85(121)70(38-57-41-93-63-29-23-20-26-60(57)63)105-83(119)68(36-49(7)8)103-86(122)71(39-58-42-94-64-30-24-21-27-61(58)64)106-88(124)75(51(11)12)108-90(126)77(53(15)16)109-89(125)76(52(13)14)107-79(115)55(18)99-81(117)66(34-47(3)4)100-78(114)54(17)98-73(113)44-96-87(123)74(50(9)10)97-45-111/h19-30,40-42,45-55,65-71,74-77,92-94,110H,31-39,43-44H2,1-18H3,(H,91,112)(H,95,116)(H,96,123)(H,97,111)(H,98,113)(H,99,117)(H,100,114)(H,101,120)(H,102,121)(H,103,122)(H,104,118)(H,105,119)(H,106,124)(H,107,115)(H,108,126)(H,109,125)/t54-,55-,65+,66+,67+,68+,69-,70-,71-,74-,75+,76+,77-/m0/s1 |
| InChIKey | InChI | 1.03 | YVEYIAGEPGQPPN-YEMRZMGWSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | CC(C)C[C@@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc5c[nH]c6ccccc56)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](C)NC(=O)CNC(=O)[C@@H](NC=O)C(C)C)C(C)C)C(C)C)C(C)C)C(=O)NCC(=O)NCCO |
| SMILES | CACTVS | 3.385 | CC(C)C[CH](NC(=O)[CH](Cc1c[nH]c2ccccc12)NC(=O)[CH](CC(C)C)NC(=O)[CH](Cc3c[nH]c4ccccc34)NC(=O)[CH](CC(C)C)NC(=O)[CH](Cc5c[nH]c6ccccc56)NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](C)NC(=O)[CH](CC(C)C)NC(=O)[CH](C)NC(=O)CNC(=O)[CH](NC=O)C(C)C)C(C)C)C(C)C)C(C)C)C(=O)NCC(=O)NCCO |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C[C@@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc3c[nH]c4c3cccc4)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc5c[nH]c6c5cccc6)C(=O)N[C@H](CC(C)C)C(=O)NCC(=O)NCCO)NC(=O)CNC(=O)[C@H](C(C)C)NC=O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC(C)CC(C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CC(C)C)C(=O)NC(Cc3c[nH]c4c3cccc4)C(=O)NC(CC(C)C)C(=O)NC(Cc5c[nH]c6c5cccc6)C(=O)NC(CC(C)C)C(=O)NCC(=O)NCCO)NC(=O)C(C)NC(=O)CNC(=O)C(C(C)C)NC=O |
