PRD_001127
Summary
| Name: | GRAMICIDIN A |
| Formula: | C103 H140 N20 O17 |
| Fomular weight: | 1930.337 |
| Component type: | peptide-like |
| Polymer sequences: | QPH, GLY, ALA, DLE, ALA, DVA, VAL, DVA, TRP, DLE, TRP, DLE, TRP, DLE, TRP, 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 CALLED COLLECTIVELY 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-phenyl-propanoyl]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-[[(2S)-1-(2-hydroxyethylamino)-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]-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/C103H140N20O17/c1-55(2)40-78(113-90(127)62(15)111-86(126)53-109-92(129)77(110-54-125)44-64-28-18-17-19-29-64)94(131)112-63(16)91(128)121-88(60(11)12)102(139)123-89(61(13)14)103(140)122-87(59(9)10)101(138)120-85(48-68-52-108-76-37-27-23-33-72(68)76)100(137)116-81(43-58(7)8)97(134)119-84(47-67-51-107-75-36-26-22-32-71(67)75)99(136)115-80(42-57(5)6)96(133)118-83(46-66-50-106-74-35-25-21-31-70(66)74)98(135)114-79(41-56(3)4)95(132)117-82(93(130)104-38-39-124)45-65-49-105-73-34-24-20-30-69(65)73/h17-37,49-52,54-63,77-85,87-89,105-108,124H,38-48,53H2,1-16H3,(H,104,130)(H,109,129)(H,110,125)(H,111,126)(H,112,131)(H,113,127)(H,114,135)(H,115,136)(H,116,137)(H,117,132)(H,118,133)(H,119,134)(H,120,138)(H,121,128)(H,122,140)(H,123,139)/t62-,63-,77-,78+,79+,80+,81+,82-,83-,84-,85-,87+,88+,89-/m0/s1 |
| InChIKey | InChI | 1.03 | ZHRUOGFTNZJSMT-XMRHHNLNSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | CC(C)C[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC=O)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](Cc2c[nH]c3ccccc23)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc6c[nH]c7ccccc67)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc8c[nH]c9ccccc89)C(=O)NCCO |
| SMILES | CACTVS | 3.385 | CC(C)C[CH](NC(=O)[CH](C)NC(=O)CNC(=O)[CH](Cc1ccccc1)NC=O)C(=O)N[CH](C)C(=O)N[CH](C(C)C)C(=O)N[CH](C(C)C)C(=O)N[CH](C(C)C)C(=O)N[CH](Cc2c[nH]c3ccccc23)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc4c[nH]c5ccccc45)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc6c[nH]c7ccccc67)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc8c[nH]c9ccccc89)C(=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)N[C@@H](Cc7c[nH]c8c7cccc8)C(=O)NCCO)NC(=O)CNC(=O)[C@H](Cc9ccccc9)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)NC(Cc7c[nH]c8c7cccc8)C(=O)NCCO)NC(=O)C(C)NC(=O)CNC(=O)C(Cc9ccccc9)NC=O |
