Rufomycin NBZ2
AlkaPlorer ID: AK324448
Synonym: None
IUPAC Name: (3S,6S,9S,12S,15S,18S,21S)-15-[(E)-but-2-enyl]-21-[(2R)-3-hydroxy-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](C[C@@H](C)CO)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/C54H77N9O12/c1-12-13-17-37-47(66)59-40(26-35-27-62(54(8,9)46-29-75-46)41-18-15-14-16-36(35)41)53(72)61(11)43(22-31(4)5)50(69)58-39(24-34-19-20-45(65)42(25-34)63(73)74)48(67)55-33(7)52(71)60(10)44(23-32(6)28-64)51(70)57-38(21-30(2)3)49(68)56-37/h12-16,18-20,25,27,30-33,37-40,43-44,46,64-65H,17,21-24,26,28-29H2,1-11H3,(H,55,67)(H,56,68)(H,57,70)(H,58,69)(H,59,66)/b13-12+/t32-,33+,37+,38+,39+,40+,43+,44+,46-/m1/s1
InChIKey: DGKNQNVQRNNGQR-PCLHXPAESA-N
Reference
Antimycobacterial Rufomycin Analogues from <i>Streptomyces atratus</i> Strain MJM3502
PubChem CID: 156016096
NPASS: NPC487528
{NPAtlas: NPA029609
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces atratus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 1044.2609999999995
TPSA？: 287.17999999999995
MolLogP？: 3.362600000000011
Number of H-Donors: 7
Number of H-Acceptors: 13
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 1300.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | ATP-dependent Clp protease ATP-binding subunit ClpC1 | Kd | 1600.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MBC | nan | None | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 440.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 4000.0 | nM | 10.1021/acs.jnatprod.9b01095 |
| Mycobacteroides abscessus | Mycobacteroides abscessus | MIC | nan | None | 10.1021/acs.jnatprod.9b01095 |
| None | Unchecked | Selectivity Index | 227.0 | None | 10.1021/acs.jnatprod.9b01095 |