OpenSourceTB:OSTB Series 1: Difference between revisions
Matthew Todd (talk | contribs) (→Preliminary Work on the Series Outside GSK: added picture of project 1) |
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Exploration of the N-substituent was performed by Katrina Badiola at The University of Sydney, with the following data being obtained by Jamie Triccas at the same university. | Exploration of the N-substituent was performed by Katrina Badiola at The University of Sydney, with the following data being obtained by Jamie Triccas at the same university. | ||
[[Image:First Round GSK.png|thumb|center| | [[Image:First Round GSK.png|thumb|center|700px| '''Compounds Synthesized in the First Round, and their Potencies''']] | ||
One compound had been tested previously by GSK, and one has been made previously for a [http://pubs.acs.org/doi/abs/10.1021/jm300302p non-TB project]. | One compound had been tested previously by GSK, and one has been made previously for a [http://pubs.acs.org/doi/abs/10.1021/jm300302p non-TB project]. |
Revision as of 08:09, 8 October 2014
Background to the Spiro Series
In XXXX GSK performed a phenotypic screen against M. bovis BCG as a surrogate of the virulent strain of Mycobacterium tuberculosis (H37Rv), ultimately discovering 177 small molecules displaying <10 micro molar inhibitory concentration against H37Rv which also possessed favorable good membrane permeability, alignment with the Rule of 5.
One such series, the Spiros, were viewed as one of seven particularly promising sets of compounds because of their XXX.
The two lead members of this series were
Preliminary Work on the Series Outside GSK
Two open research projects have been completed on analog synthesis and evaluation.
Project 1
Exploration of the N-substituent was performed by Katrina Badiola at The University of Sydney, with the following data being obtained by Jamie Triccas at the same university.
One compound had been tested previously by GSK, and one has been made previously for a non-TB project.
A paper describing this project is in press in PLoS ONE.
Project 2
Current Activity
Other Sources of These, or Similar, Compounds
Commercial
Literature
Strings
(Makes molecules on this page machine-discoverable)
OSM-S-210 GSK2200150A C12=C(SC=C2)CCOC13CCN(CC4=CC(OCCO5)=C5C=C4)CC3 InChI=1S/C20H23NO3S/c1-2-17-18(23-11-10-22-17)13-15(1)14-21-7-5-20(6-8-21)16-4-12-25-19(16)3-9-24-20/h1-2,4,12-13H,3,5-11,14H2
NCRPMBWORFWNGT-UHFFFAOYSA-N
OSM-S-194 GSK3376889A
C12=C(C(C=CC=C3)=C3N2)CCOC14CCN(CC5=CC=CC=C5)CC4 InChI=1S/C22H24N2O/c1-2-6-17(7-3-1)16-24-13-11-22(12-14-24)21-19(10-15-25-22)18-8-4-5-9-20(18)23-21/h1-9,23H,10-16H2 ZZRXZXUKZZBHSK-UHFFFAOYSA-N
OSM-S-195 GSK3376890A ClC1=CC=CC2=C1CCOC23CCN(CC4=CC=CC=C4)CC3 InChI=1S/C20H22ClNO/c21-19-8-4-7-18-17(19)9-14-23-20(18)10-12-22(13-11-20)15-16-5-2-1-3-6-16/h1-8H,9-15H2 MMFIRWPCCHXYHI-UHFFFAOYSA-N
OSM-S-196 GSK3376891A COC(C(OC)=C1)=CC2=C1C3(CCN(CC4=CC=CC=C4)CC3)OCC2 InChI=1S/C22H27NO3/c1-24-20-14-18-8-13-26-22(19(18)15-21(20)25-2)9-11-23(12-10-22)16-17-6-4-3-5-7-17/h3-7,14-15H,8-13,16H2,1-2H3 ADXUPDCQQACVPU-UHFFFAOYSA-N
OSM-S-197 GSK3376892A C12=C(C(C=CC=C3)=C3N2)CCOC14CCNCC4 InChI=1S/C15H18N2O/c1-2-4-13-11(3-1)12-5-10-18-15(14(12)17-13)6-8-16-9-7-15/h1-4,16-17H,5-10H2 ADIFMQFOYVKYJG-UHFFFAOYSA-N
OSM-S-198 GSK3376893A C12=C(C=CS2)CCOC13CCN(CC4=CC=CC=C4)CC3 InChI=1S/C18H21NOS/c1-2-4-15(5-3-1)14-19-10-8-18(9-11-19)17-16(6-12-20-18)7-13-21-17/h1-5,7,13H,6,8-12,14H2 ZZQIGFUYNABBCP-UHFFFAOYSA-N
OSM-S-199 GSK3376894A C12=C(C(C=CC=C3)=C3N2)CCOC14CCN(CC5=CC(OCCO6)=C6C=C5)CC4 InChI=1S/C24H26N2O3/c1-2-4-20-18(3-1)19-7-12-29-24(23(19)25-20)8-10-26(11-9-24)16-17-5-6-21-22(15-17)28-14-13-27-21/h1-6,15,25H,7-14,16H2 VOUYSWHZMJVQFH-UHFFFAOYSA-N
OSM-S-200 GSK3376895A C12=C(C(C=CC=C3)=C3S2)CCOC14CCN(CC5=CC=CC=C5)CC4 InChI=1S/C22H23NOS/c1-2-6-17(7-3-1)16-23-13-11-22(12-14-23)21-19(10-15-24-22)18-8-4-5-9-20(18)25-21/h1-9H,10-16H2 BXTAXLWLFOLFKL-UHFFFAOYSA-N
OSM-S-214 GSK3376900A CC1=CC(CN(CC2)CCC32C4=C(SC=C4)CCO3)=C(C)N1C5=CC=C(F)C=C5 InChI=1S/C24H27FN2OS/c1-17-15-19(18(2)27(17)21-5-3-20(25)4-6-21)16-26-11-9-24(10-12-26)22-8-14-29-23(22)7-13-28-24/h3-6,8,14-15H,7,9-13,16H2,1-2H3 JOUHIYBEDRSIMN-UHFFFAOYSA-N
OSM-S-216 GSK3376901A O=C(C1=CC=CC=C1)N(CC2)CCC32C4=C(SC=C4)CCO3 InChI=1S/C18H19NO2S/c20-17(14-4-2-1-3-5-14)19-10-8-18(9-11-19)15-7-13-22-16(15)6-12-21-18/h1-5,7,13H,6,8-12H2 DJCDYAUIXOORLS-UHFFFAOYSA-N
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