Rufomycin NBZ5
AlkaPlorer ID: AK324451
Synonym: None
IUPAC Name: (3S,6S,9S,12S,15S,18S,21S)-15-[(E)-but-2-enyl]-21-(3,3-dimethoxy-2-methylpropyl)-6-[(4-hydroxy-3-nitrophenyl)methyl]-1,3,10-trimethyl-9,18-bis(2-methylpropyl)-12-[[1-[2-[(2S)-oxiran-2-yl]propan-2-yl]indol-3-yl]methyl]-1,4,7,10,13,16,19-heptazacyclohenicosane-2,5,8,11,14,17,20-heptone
Structure
SMILES: C/C=C/C[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C(OC)OC)N(C)C(=O)[C@H](C)NC(=O)[C@H](CC2=CC=C(O)C([N+](=O)[O-])=C2)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC2=CN(C(C)(C)[C@H]3CO3)C3=CC=CC=C23)NC1=O
InChI: InChI=1S/C56H81N9O13/c1-14-15-19-38-48(67)61-41(28-36-29-64(56(8,9)47-30-78-47)42-20-17-16-18-37(36)42)54(73)63(11)44(24-32(4)5)51(70)60-40(26-35-21-22-46(66)43(27-35)65(74)75)49(68)57-34(7)53(72)62(10)45(25-33(6)55(76-12)77-13)52(71)59-39(23-31(2)3)50(69)58-38/h14-18,20-22,27,29,31-34,38-41,44-45,47,55,66H,19,23-26,28,30H2,1-13H3,(H,57,68)(H,58,69)(H,59,71)(H,60,70)(H,61,67)/b15-14+/t33?,34-,38-,39-,40-,41-,44-,45-,47+/m0/s1
InChIKey: OFRKRMVZFULWLO-QKSLJXTKSA-N
Reference
Antimycobacterial Rufomycin Analogues from <i>Streptomyces atratus</i> Strain MJM3502
PubChem CID: 156021914
NPASS: NPC487531
{NPAtlas: NPA029611
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces atratus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 1088.314
TPSA？: 285.4099999999999
MolLogP？: 3.989200000000012
Number of H-Donors: 6
Number of H-Acceptors: 14
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 310.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 450.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 1.1 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 10.0 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 110.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 4000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacteroides abscessus | Mycobacteroides abscessus | MIC | 2200.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| None | Unchecked | Selectivity Index | 91.0 | None | 10.1021/acs.jnatprod.9b01095 |