Rufomycin NBZ8
AlkaPlorer ID: AK324454
Synonym: None
IUPAC Name: (2S,5S,8S,11S,14S,17S,20S,22S,23R)-5-[(E)-but-2-enyl]-22,23-dihydroxy-14-[(4-hydroxy-3-nitrophenyl)methyl]-10,17,19,22-tetramethyl-2,11-bis(2-methylpropyl)-8-[[1-[2-[(2S)-oxiran-2-yl]propan-2-yl]indol-3-yl]methyl]-1,4,7,10,13,16,19-heptazabicyclo[18.3.1]tetracosane-3,6,9,12,15,18,24-heptone
Structure
SMILES: C/C=C/C[C@@H]1NC(=O)[C@H](CC(C)C)N2C(=O)[C@H](C[C@](C)(O)[C@H]2O)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/C54H75N9O13/c1-12-13-17-35-45(65)58-37(25-33-27-61(53(7,8)44-28-76-44)38-18-15-14-16-34(33)38)50(70)59(10)40(21-29(2)3)47(67)57-36(23-32-19-20-43(64)39(24-32)63(74)75)46(66)55-31(6)49(69)60(11)42-26-54(9,73)52(72)62(51(42)71)41(22-30(4)5)48(68)56-35/h12-16,18-20,24,27,29-31,35-37,40-42,44,52,64,72-73H,17,21-23,25-26,28H2,1-11H3,(H,55,66)(H,56,68)(H,57,67)(H,58,65)/b13-12+/t31-,35-,36-,37-,40-,41-,42-,44+,52+,54-/m0/s1
InChIKey: LQUGKKZRMQHZBT-QSUUQULHSA-N
Reference
Antimycobacterial Rufomycin Analogues from <i>Streptomyces atratus</i> Strain MJM3502
PubChem CID: 156012439
NPASS: NPC487534
{NPAtlas: NPA029614
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces atratus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 1058.2439999999997
TPSA？: 298.6199999999999
MolLogP？: 2.52960000000001
Number of H-Donors: 7
Number of H-Acceptors: 14
RingCount: 6
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 | 50.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 60.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 4.6 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | 10.0 | uM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 30.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 4000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacteroides abscessus | Mycobacteroides abscessus | MIC | 580.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| None | Unchecked | Selectivity Index | 333.0 | None | 10.1021/acs.jnatprod.9b01095 |