Sansanmycin H
AlkaPlorer ID: AK040275
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]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
Structure
SMILES: CSCC[C@H](NC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)O)C(=O)N[C@H](C(=O)N/C=C1/C[C@@H](O)[C@H](N2C=CC(=O)NC2=O)O1)[C@H](C)N(C)C(=O)[C@@H](N)CC1=CC(O)=CC=C1
InChI: InChI=1S/C38H48N8O12S/c1-20(45(2)34(53)26(39)16-22-5-4-6-24(48)15-22)31(33(52)40-19-25-18-29(49)35(58-25)46-13-11-30(50)43-38(46)57)44-32(51)27(12-14-59-3)41-37(56)42-28(36(54)55)17-21-7-9-23(47)10-8-21/h4-11,13,15,19-20,26-29,31,35,47-49H,12,14,16-18,39H2,1-3H3,(H,40,52)(H,44,51)(H,54,55)(H2,41,42,56)(H,43,50,57)/b25-19-/t20-,26-,27-,28-,29+,31-,35+/m0/s1
InChIKey: IBKGYXSLNPEYQW-IHDBKHCHSA-N
Reference
NRPS Substrate Promiscuity Leads to More Potent Antitubercular Sansanmycin Analogues
PubChem CID: 118707788
LOTUS: LTS0147566
NPASS: NPC478005
{NPAtlas: NPA004611
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: 840.913
TPSA？: 307.74
MolLogP？: -0.7962999999999913
Number of H-Donors: 10
Number of H-Acceptors: 14
RingCount: 4
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 | 8.0 | ug.mL-1 | 10.1021/np5001494 |