PRD_001128
Summary
| Name: | GRAMICIDIN C |
| Formula: | C101 H139 N19 O18 |
| Fomular weight: | 1907.301 |
| Component type: | peptide-like |
| Polymer sequences: | QPH, GLY, ALA, DLE, ALA, DVA, VAL, DVA, TRP, DLE, TYR, 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 C 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-(4-hydroxyphenyl)-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/C101H139N19O18/c1-54(2)40-76(110-88(125)61(15)108-84(124)52-106-90(127)75(107-53-122)44-63-26-18-17-19-27-63)92(129)109-62(16)89(126)118-86(59(11)12)100(137)120-87(60(13)14)101(138)119-85(58(9)10)99(136)117-83(48-67-51-105-74-33-25-22-30-71(67)74)98(135)113-77(41-55(3)4)93(130)114-80(45-64-34-36-68(123)37-35-64)96(133)111-79(43-57(7)8)95(132)116-82(47-66-50-104-73-32-24-21-29-70(66)73)97(134)112-78(42-56(5)6)94(131)115-81(91(128)102-38-39-121)46-65-49-103-72-31-23-20-28-69(65)72/h17-37,49-51,53-62,75-83,85-87,103-105,121,123H,38-48,52H2,1-16H3,(H,102,128)(H,106,127)(H,107,122)(H,108,124)(H,109,129)(H,110,125)(H,111,133)(H,112,134)(H,113,135)(H,114,130)(H,115,131)(H,116,132)(H,117,136)(H,118,126)(H,119,138)(H,120,137)/t61-,62-,75-,76+,77+,78+,79+,80-,81-,82-,83-,85+,86+,87-/m0/s1 |
| InChIKey | InChI | 1.03 | GGRVXCZRHLYMSV-FOZUROBKSA-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](Cc4ccc(O)cc4)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc5c[nH]c6ccccc56)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc7c[nH]c8ccccc78)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](Cc4ccc(O)cc4)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc5c[nH]c6ccccc56)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc7c[nH]c8ccccc78)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](Cc3ccc(cc3)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc4c[nH]c5c4cccc5)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc6c[nH]c7c6cccc7)C(=O)NCCO)NC(=O)CNC(=O)[C@H](Cc8ccccc8)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(Cc3ccc(cc3)O)C(=O)NC(CC(C)C)C(=O)NC(Cc4c[nH]c5c4cccc5)C(=O)NC(CC(C)C)C(=O)NC(Cc6c[nH]c7c6cccc7)C(=O)NCCO)NC(=O)C(C)NC(=O)CNC(=O)C(Cc8ccccc8)NC=O |
