PRD_000155
Summary
| Name: | MINI-GRAMICIDIN A - GRAMICIDIN A DIMER |
| Formula: | C180 H244 N34 O30 |
| Fomular weight: | 3364.073 |
| Component type: | peptide-like |
| Polymer sequences: | ALA, DVA, VAL, DVA, TRP, DLE, TRP, DLE, TRP, DLE, TRP, VAL, GLY, ALA, DLE, ALA, DVA, VAL, DVA, TRP, DLE, TRP, DLE, TRP, DLE, TRP |
| 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, MODIFIDED GRAMICIDIN A IS REPRESENTED BY TWO SEQUENCES (SEQRES) AND ONE HET (SIN) |
| Description: | THE N-TERMINI OF THE TWO PEPTIDES, EACH A TRUNCATED GRAMICIDIN A, WERE LINKED BY A SUCCINIC ACID IN A HEAD-TO-HEAD MANNER. |
| Families: | FAM_000064 |
| Program | Version | Name |
| OpenEye OEToolkits | 1.7.6 | (2S)-3-(1H-indol-3-yl)-2-[[(2R)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[(2R)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[(2R)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[4-[[(2S)-1-[[2-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-3-(1H-indol-3-yl)-1-[[(2R)-1-[[(2S)-3-(1H-indol-3-yl)-1-[[(2R)-1-[[(2S)-3-(1H-indol-3-yl)-1-[[(2R)-1-[[(2S)-3-(1H-indol-3-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-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]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-2-oxidanylidene-ethyl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]amino]-4-oxidanylidene-butanoyl]amino]propanoyl]amino]-3-methyl-butanoyl]amino]-3-methyl-butanoyl]amino]-3-methyl-butanoyl]amino]propanoyl]amino]-4-methyl-pentanoyl]amino]propanoyl]amino]-4-methyl-pentanoyl]amino]propanoyl]amino]-4-methyl-pentanoyl]amino]propanoic acid |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C180H244N34O30/c1-90(2)66-131(159(221)192-106(31)158(220)210-153(101(23)24)176(238)214-155(103(27)28)178(240)212-151(99(19)20)174(236)205-143(78-112-86-186-128-61-45-37-53-120(112)128)171(233)197-135(70-94(9)10)163(225)201-139(74-108-82-182-124-57-41-33-49-116(108)124)167(229)195-133(68-92(5)6)161(223)203-141(76-110-84-184-126-59-43-35-51-118(110)126)169(231)199-137(72-96(13)14)165(227)207-145(180(243)244)80-114-88-188-130-63-47-39-55-122(114)130)193-156(218)104(29)191-148(217)89-189-172(234)149(97(15)16)208-147(216)65-64-146(215)190-105(30)157(219)209-152(100(21)22)175(237)213-154(102(25)26)177(239)211-150(98(17)18)173(235)204-142(77-111-85-185-127-60-44-36-52-119(111)127)170(232)196-134(69-93(7)8)162(224)200-138(73-107-81-181-123-56-40-32-48-115(107)123)166(228)194-132(67-91(3)4)160(222)202-140(75-109-83-183-125-58-42-34-50-117(109)125)168(230)198-136(71-95(11)12)164(226)206-144(179(241)242)79-113-87-187-129-62-46-38-54-121(113)129/h32-63,81-88,90-106,131-145,149-155,181-188H,64-80,89H2,1-31H3,(H,189,234)(H,190,215)(H,191,217)(H,192,221)(H,193,218)(H,194,228)(H,195,229)(H,196,232)(H,197,233)(H,198,230)(H,199,231)(H,200,224)(H,201,225)(H,202,222)(H,203,223)(H,204,235)(H,205,236)(H,206,226)(H,207,227)(H,208,216)(H,209,219)(H,210,220)(H,211,239)(H,212,240)(H,213,237)(H,214,238)(H,241,242)(H,243,244)/t104-,105-,106-,131+,132+,133+,134+,135+,136+,137+,138-,139-,140-,141-,142-,143-,144-,145-,149-,150+,151+,152+,153+,154-,155-/m0/s1 |
| InChIKey | InChI | 1.03 | UVIXKLHQFGIYQH-RLQBQTLRSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC(C)C[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)[C@@H](NC(=O)CCC(=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]c2ccccc12)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)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)=O)C(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](Cc9c[nH]c%10ccccc9%10)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc%11c[nH]c%12ccccc%11%12)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc%13c[nH]c%14ccccc%13%14)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc%15c[nH]c%16ccccc%15%16)C(O)=O |
| SMILES | CACTVS | 3.370 | CC(C)C[CH](NC(=O)[CH](C)NC(=O)CNC(=O)[CH](NC(=O)CCC(=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](Cc1c[nH]c2ccccc12)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc3c[nH]c4ccccc34)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)=O)C(C)C)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](Cc9c[nH]c%10ccccc9%10)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc%11c[nH]c%12ccccc%11%12)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc%13c[nH]c%14ccccc%13%14)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc%15c[nH]c%16ccccc%15%16)C(O)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C[C@@H](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)O)NC(=O)CCC(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](C)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](Cc9c[nH]c1c9cccc1)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)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)O)NC(=O)C(C)NC(=O)CNC(=O)C(C(C)C)NC(=O)CCC(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(Cc9c[nH]c1c9cccc1)C(=O)NC(CC(C)C)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CC(C)C)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CC(C)C)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)O |
