This probe is available from Sigma, Cayman Chemical and Tocris.
The negative control (SGC3027N) is available for purchase from Sigma and Tocris.
| Probe | Negative control | |
 |
|  |
SGC3027 (Pro-drug of SGC8158) |
| SGC3027N (Pro-drug of SGC8158N) |
| Active component | Negative control | |
 |  | |
SGC8158 | SGC8158N |
A collaboration between SGC, Takeda, and OICR has resulted in the discovery of SGC3027, the first potent, selective and cell active chemical probe for PRMT7. SGC3027 is a pro-drug of SGC8158 which releases the active component upon reduction in the cell by reductases. The in vitro activity of SGC8158, the active component, includes inhibition of PRMT7 with IC50 < 2.5 nM for methylation of H2B (23-37) and greater than 40-fold selectivity over other histone methyltransferases and non-epigenetic targets. In cellular assays using C2C12 cells, SGC3027 inhibits the methylation of HSP70 with IC50 = 2.4 microM.
A closely related compound, SGC3027N, is significantly less active in the cellular assay, and is an ideal control compound for cellular studies.
Data relating to the discovery of this probe is being prepared for publication. In the meantime, in order to facilitate research by the community we are making this compound available through this website
| Probe | Negative control | |
|
| |
SGC3027 |
| SGC3027N |
| Physical and chemical properties for SGC3027 | |
| Molecular weight | 786.3 |
| Molecular formula | C41H47ClN6O6S |
| IUPAC name | 2-(3-((4-((5-(5-amino-2,4,7,9-tetraaza-bicyclo[4.3.0]nona-1(6),2,4,7-tetraen-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl)-methylsulfanyl)-butyl)-((3-(4-chloro-phenyl)-phenyl)-methyl)-amino)-1,1-dimethyl-3-oxo-propyl)-3,5,6-trimethyl-cyclohexa-2,5-diene-1,4-dione |
| MollogP | 5.689 |
| PSA | 134.2 |
| No. of chiral centres | 4 |
| No. of rotatable bonds | 15 |
| No. of hydrogen bond acceptors | 13 |
| No. of hydrogen bond donors | 4 |
| Physical and chemical properties for SGC3027N (Negative Control) | |
| Molecular weight | 826.3 |
| Molecular formula | C44H51ClN6O6S |
| IUPAC name | 2-(3-((4-((8-(5-amino-2,4,7,9-tetraaza-bicyclo[4.3.0]nona-1(6),2,4,7-tetraen-9-yl)-3,3-dimethyl-2,4,7-trioxa-bicyclo[3.3.0]octan-6-yl)-methylsulfanyl)-butyl)-((3-(4-chloro-phenyl)-phenyl)-methyl)-amino)-1,1-dimethyl-3-oxo-propyl)-3,5,6-trimethyl-cyclohexa-2,5-diene-1,4-dione |
| MollogP | 7.431 |
| PSA | 118.9 |
| No. of chiral centres | 4 |
| No. of rotatable bonds | 15 |
| No. of hydrogen bond acceptors | 13 |
| No. of hydrogen bond donors | 2 |
SMILES:
SGC3027: CC1=C(C(C(C(C)(CC(N(CC2=CC=CC(C3=CC=C(Cl)C=C3)=C2)CCCCSC[C@@H]4[C@@H](O)[C@@H](O)[C@@H](O4)N5C=NC6=C5N=CN=C6N)=O)C)=C(C1=O)C)=O)C
SGC3027N: CC1=C(C(C(C(C)(CC(N(CC2=CC=CC(C3=CC=C(Cl)C=C3)=C2)CCCCSC[C@@H]4[C@@H]5[C@@H](OC(C)(O5)C)[C@@H](O4)N6C=NC7=C6N=CN=C7N)=O)C)=C(C1=O)C)=O)C
InChI:
SGC3027: InChI=1S/C41H47ClN6O6S/c1-23-24(2)35(51)32(25(3)34(23)50)41(4,5)18-31(49)47(19-26-9-8-10-28(17-26)27-11-13-29(42)14-12-27)15-6-7-16-55-20-30-36(52)37(53)40(54-30)48-22-46-33-38(43)44-21-45-39(33)48/h8-14,17,21-22,30,36-37,40,52-53H,6-7,15-16,18-20H2,1-5H3,(H2,43,44,45)/t30-,36-,37-,40-/m1/s1
SGC3027N: InChI=1S/C44H51ClN6O6S/c1-25-26(2)37(54)34(27(3)36(25)53)43(4,5)20-33(52)50(21-28-11-10-12-30(19-28)29-13-15-31(45)16-14-29)17-8-9-18-58-22-32-38-39(57-44(6,7)56-38)42(55-32)51-24-49-35-40(46)47-23-48-41(35)51/h10-16,19,23-24,32,38-39,42H,8-9,17-18,20-22H2,1-7H3,(H2,46,47,48)/t32-,38-,39-,42-/m1/s1
InChIKey:
SGC3027: MLJVGAYSVYMPSB-MSUKGTQXSA-N
SGC3027N: FJBPSCVGHZASPG-LJVHFRCJSA-N