Rufomycin NBZ4
AlkaPlorer ID: AK324450
Synonym: None
IUPAC Name: (3S,6S,9S,12S,15S,18S,21S)-15-[(E)-but-2-enyl]-6-[(4-hydroxyphenyl)methyl]-1,3,10-trimethyl-12-[[1-(2-methylbut-3-en-2-yl)indol-3-yl]methyl]-9,18,21-tris(2-methylpropyl)-1,4,7,10,13,16,19-heptazacyclohenicosane-2,5,8,11,14,17,20-heptone
Structure
SMILES: C=CC(C)(C)N1C=C(C[C@@H]2NC(=O)[C@H](C/C=C/C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C)NC(=O)[C@H](CC3=CC=C(O)C=C3)NC(=O)[C@H](CC(C)C)N(C)C2=O)C2=CC=CC=C21
InChI: InChI=1S/C54H78N8O8/c1-14-16-20-40-47(64)59-43(30-37-31-62(54(10,11)15-2)44-21-18-17-19-39(37)44)53(70)61(13)46(28-34(7)8)51(68)58-42(29-36-22-24-38(63)25-23-36)48(65)55-35(9)52(69)60(12)45(27-33(5)6)50(67)57-41(26-32(3)4)49(66)56-40/h14-19,21-25,31-35,40-43,45-46,63H,2,20,26-30H2,1,3-13H3,(H,55,65)(H,56,66)(H,57,67)(H,58,68)(H,59,64)/b16-14+/t35-,40-,41-,42-,43-,45-,46-/m0/s1
InChIKey: TXCVCQMUCABDIS-HSNUYATMSA-N
Reference
Antimycobacterial Rufomycin Analogues from <i>Streptomyces atratus</i> Strain MJM3502
PubChem CID: 156018542
NPASS: NPC487530
{NPAtlas: NPA029610
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces atratus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 967.266
TPSA？: 211.28
MolLogP？: 5.26920000000001
Number of H-Donors: 6
Number of H-Acceptors: 9
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | IC50 | 89000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 1200.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 5700.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 5.2 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 10.0 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 4000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 10000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacteroides abscessus | Mycobacteroides abscessus | MIC | 10000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| None | Unchecked | Selectivity Index | 9.0 | None | 10.1021/acs.jnatprod.9b01095 |