Sansanmycin I
AlkaPlorer ID: AK040359
Synonym: None
IUPAC Name: (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-amino-3-(3-hydroxyphenyl)propanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
Structure
SMILES: C[C@@H]([C@H](N=C(O)[C@H](CC1=CC=CC=C1)N=C(O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)O)C(O)=N/C=C1/C[C@@H](O)[C@H](N2C=CC(O)=NC2=O)O1)N(C)C(=O)[C@@H](N)CC1=CC=CC(O)=C1
InChI: InChI=1S/C44H49N9O11/c1-24(52(2)40(59)31(45)18-26-11-8-12-28(54)17-26)37(39(58)47-23-29-21-35(55)41(64-29)53-16-15-36(56)50-44(53)63)51-38(57)33(19-25-9-4-3-5-10-25)48-43(62)49-34(42(60)61)20-27-22-46-32-14-7-6-13-30(27)32/h3-17,22-24,31,33-35,37,41,46,54-55H,18-21,45H2,1-2H3,(H,47,58)(H,51,57)(H,60,61)(H2,48,49,62)(H,50,56,63)/b29-23-/t24-,31-,33-,34-,35+,37-,41+/m0/s1
InChIKey: ZNZNMFXEMFQCEI-MEQDLJNYSA-N
Reference
NRPS Substrate Promiscuity Leads to More Potent Antitubercular Sansanmycin Analogues
PubChem CID: 118707787
LOTUS: LTS0121396
NPASS: NPC478006
{NPAtlas: NPA015048
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
| Streptomyces sp. SS | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 879.928
TPSA？: 314.03
MolLogP？: 2.766300000000002
Number of H-Donors: 10
Number of H-Acceptors: 13
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 8.0 | ug.mL-1 | 10.1021/np5001494 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 32.0 | ug.mL-1 | 10.1021/np5001494 |