PRD_000219
Summary
| Name: | GRAMICIDIN S |
| Formula: | C60 H92 N12 O10 |
| Fomular weight: | 1141.447 |
| Component type: | peptide-like |
| Polymer sequences: | VAL, ORN, LEU, DPN, PRO, VAL, ORN, LEU, DPN, PRO |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | GRAMICIDIN S IS A CYCLODECAPEPTIDE, CONSTRUCTED AS TWO IDENTICAL PENTAPEPTIDES JOINED HEAD TO TAIL, PRODUCED BY THE GRAM POSITIVE BACTERIUM BACILLUS BREVIS HERE, GRAMICIDIN S IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | GRAMICIDIN S IS A DECAPEPTIDE, RESIDUES 1 AND 10 FORM A PEPTIDE BOND RESULTING IN CYCLIZATION. |
| Program | Version | Name |
| ACDLabs | 12.01 | cyclo(L-leucyl-D-phenylalanyl-L-prolyl-L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl-L-valyl-L-ornithyl) |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C1N5C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC1Cc2ccccc2)CC(C)C)CCCN)C(C)C)CCC3)Cc4ccccc4)CC(C)C)CCCN)C(C)C)CCC5 |
| InChI | InChI | 1.03 | InChI=1S/C60H92N12O10/c1-35(2)31-43-53(75)67-45(33-39-19-11-9-12-20-39)59(81)71-29-17-25-47(71)55(77)70-50(38(7)8)58(80)64-42(24-16-28-62)52(74)66-44(32-36(3)4)54(76)68-46(34-40-21-13-10-14-22-40)60(82)72-30-18-26-48(72)56(78)69-49(37(5)6)57(79)63-41(23-15-27-61)51(73)65-43/h9-14,19-22,35-38,41-50H,15-18,23-34,61-62H2,1-8H3,(H,63,79)(H,64,80)(H,65,73)(H,66,74)(H,67,75)(H,68,76)(H,69,78)(H,70,77)/t41-,42-,43+,44?,45+,46+,47+,48-,49?,50+/m0/s1 |
| InChIKey | InChI | 1.03 | IUAYMJGZBVDSGL-GNFSPGSISA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC(C)C[C@@H]1NC(=O)[C@H](CCCN)NC(=O)[C@@H](NC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCN)NC(=O)[C@@H](NC(=O)[C@@H]4CCCN4C(=O)[C@@H](Cc5ccccc5)NC1=O)C(C)C)C(C)C |
| SMILES | CACTVS | 3.370 | CC(C)C[CH]1NC(=O)[CH](CCCN)NC(=O)[CH](NC(=O)[CH]2CCCN2C(=O)[CH](Cc3ccccc3)NC(=O)[CH](CC(C)C)NC(=O)[CH](CCCN)NC(=O)[CH](NC(=O)[CH]4CCCN4C(=O)[CH](Cc5ccccc5)NC1=O)C(C)C)C(C)C |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC(C)C[C@H]1C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN)C(C)C)Cc4ccccc4)CC(C)C)CCCN)C(C)C)Cc5ccccc5 |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC(C)CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)CCCN)C(C)C)Cc4ccccc4)CC(C)C)CCCN)C(C)C)Cc5ccccc5 |
