PRD_002404
Summary
| Name: | Dynobactin A |
| Formula: | C60 H78 N18 O16 |
| Fomular weight: | 1307.372 |
| Component type: | peptide-like |
| Polymer sequences: | TRP, ASN, SER, ASN, VAL, HIS, SER, TYR, ARG, PHE |
| Non-polymer components: | |
| BIRD class: | Antibiotic, Antimicrobial |
| Represented as: | polymer |
| Compound Details: | Dynobactin A is a decapeptide (1-WNSNVHSYRF-10) with 2 closed rings. One carbon-carbon bond formed between the C6 of Trp (W1) and the beta-carbon of Asn (N4). Second an unusual nitrogen-carbon linkage formed between the imidazole N-Epsilon-2 of His (H6) and the beta-carbon of Tyr (Y8). |
| Description: | 10mer peptide with distinct cyclophane rings. |
| Program | Version | Name |
| OpenEye OEToolkits | 3.1.0.0 | [[[(4~{S})-4-[[(3~{S},6~{S},9~{S})-9-[[(2~{S})-2-[[(6~{S},9~{S},12~{S},15~{S})-16-aminocarbonyl-6-azanyl-9-(2-azanyl-2-oxidanylidene-ethyl)-12-(hydroxymethyl)-7,10,13-tris(oxidanylidene)-2,8,11,14-tetrazatricyclo[15.3.1.0^{4,20}]henicosa-1(20),3,17(21),18-tetraen-15-yl]carbonylamino]-3-methyl-butanoyl]amino]-6-(hydroxymethyl)-2-(4-hydroxyphenyl)-5,8-bis(oxidanylidene)-1,4,7-triaza-12-azoniabicyclo[9.2.1]tetradeca-11(14),12-dien-3-yl]carbonylamino]-5-oxidanylidene-5-[[(2~{S})-1-oxidanyl-1-oxidanylidene-3-phenyl-propan-2-yl]amino]pentyl]amino]-azanyl-methylidene]azanium |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.06 | InChI=1S/C60H76N18O16/c1-27(2)45(75-57(91)46-44(49(63)83)30-12-15-34-31(22-67-37(34)19-30)18-35(61)50(84)70-39(21-43(62)82)53(87)74-41(24-79)54(88)76-46)56(90)71-38-20-32-23-78(26-68-32)48(29-10-13-33(81)14-11-29)47(77-55(89)42(25-80)73-52(38)86)58(92)69-36(9-6-16-66-60(64)65)51(85)72-40(59(93)94)17-28-7-4-3-5-8-28/h3-5,7-8,10-15,19,22-23,26-27,35-36,38-42,44-48,67,79-81H,6,9,16-18,20-21,24-25,61H2,1-2H3,(H2,62,82)(H2,63,83)(H,69,92)(H,70,84)(H,71,90)(H,72,85)(H,73,86)(H,74,87)(H,75,91)(H,76,88)(H,77,89)(H,93,94)(H4,64,65,66)/p+2/t35-,36-,38-,39-,40-,41-,42-,44+,45-,46-,47-,48+/m0/s1 |
| InChIKey | InChI | 1.06 | HWDDFJOGMWPPAS-GANBONKGSA-P |
| SMILES_CANONICAL | CACTVS | 3.385 | CC(C)[C@H](NC(=O)[C@H]1NC(=O)[C@H](CO)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](N)Cc2c[nH]c3cc(ccc23)[C@H]1C(N)=O)C(=O)N[C@H]4Cc5cn(c[nH+]5)[C@@H]([C@H](NC(=O)[C@H](CO)NC4=O)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](Cc6ccccc6)C(O)=O)c7ccc(O)cc7 |
| SMILES | CACTVS | 3.385 | CC(C)[CH](NC(=O)[CH]1NC(=O)[CH](CO)NC(=O)[CH](CC(N)=O)NC(=O)[CH](N)Cc2c[nH]c3cc(ccc23)[CH]1C(N)=O)C(=O)N[CH]4Cc5cn(c[nH+]5)[CH]([CH](NC(=O)[CH](CO)NC4=O)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](Cc6ccccc6)C(O)=O)c7ccc(O)cc7 |
| SMILES_CANONICAL | OpenEye OEToolkits | 2.0.7 | CC(C)[C@@H](C(=O)N[C@H]1Cc2cn(c[nH+]2)C([C@H](NC(=O)[C@@H](NC1=O)CO)C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)N[C@@H](Cc3ccccc3)C(=O)O)c4ccc(cc4)O)NC(=O)[C@@H]5C(c6ccc7c(c6)[nH]cc7C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N5)CO)CC(=O)N)N)C(=O)N |
| SMILES | OpenEye OEToolkits | 2.0.7 | CC(C)C(C(=O)NC1Cc2cn(c[nH+]2)C(C(NC(=O)C(NC1=O)CO)C(=O)NC(CCCNC(=[NH2+])N)C(=O)NC(Cc3ccccc3)C(=O)O)c4ccc(cc4)O)NC(=O)C5C(c6ccc7c(c6)[nH]cc7CC(C(=O)NC(C(=O)NC(C(=O)N5)CO)CC(=O)N)N)C(=O)N |
