OSDDMalaria:GSK Arylpyrrole Series:desired compounds: Difference between revisions

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== Desired Analogues ==
== Desired Analogues ==


This is a list of compounds we are currently targeting or would like to have access to. If you happen to have some of these compounds, or their close analogues, in your labs or would like to make them then please get in touch.
This is a list of compounds we are currently targeting or would like to have access to. If you happen to have some of these compounds, or their close analogues, in your labs or would like to make them then please get in touch. The compounds highlighted in red are current priority compounds, please get in touch on The Synaptic Leap with your views.


[[Image:Desiredcompounds.png|thumb|none|450px|Desired compounds]]
[[Image:Desiredcompounds_june.png|thumb|none|600px|Desired compounds]]
[[Image:Desiredcompounds_nearneighbour.png|thumb|none|450px|Desired Near Neighbour Compounds]]
The .cdx files is available via a [https://dl.dropbox.com/u/3557122/desiredcompounds_june.cdx public dropbox]


The near neighbour compounds could be avaiable from the authors of [http://dx.doi.org/10.1016/j.bmcl.2011.09.049 this paper]  
The near neighbour compounds could be avaiable from the authors of [http://dx.doi.org/10.1016/j.bmcl.2011.09.049 this paper]  


=== InChi and SMILES list: ===
=== SMILES list: ===
 
Left to right, sequentially in the same order as the image:
 
==== TCMDC-123* derived ====
 
InChI=1S/C15H18FN3O/c1-10-7-12(8-18-9-15(17)20)11(2)19(10)14-5-3-13(16)4-6-14/h3-7,18H,8-9H2,1-2H3,(H2,17,20)
 
InChI=1S/C16H20FN3O/c1-11-8-13(9-19(3)10-16(18)21)12(2)20(11)15-6-4-14(17)5-7-15/h4-8H,9-10H2,1-3H3,(H2,18,21)
 
InChI=1S/C16H18FN3O2/c1-10-8-14(16(22)19(3)9-15(18)21)11(2)20(10)13-6-4-12(17)5-7-13/h4-8H,9H2,1-3H3,(H2,18,21)
 
InChI=1S/C15H17FN2O2/c1-10-7-12(8-20-9-15(17)19)11(2)18(10)14-5-3-13(16)4-6-14/h3-7H,8-9H2,1-2H3,(H2,17,19)
 
InChI=1S/C13H11FN2O3/c14-10-1-3-11(4-2-10)16-6-5-9(7-16)13(18)19-8-12(15)17/h1-7H,8H2,(H2,15,17)
 
InChI=1S/C15H15FN2O3/c1-9-7-18(12-5-3-11(16)4-6-12)10(2)14(9)15(20)21-8-13(17)19/h3-7H,8H2,1-2H3,(H2,17,19)
 
InChI=1S/C14H13FN2O3/c1-9-6-10(14(19)20-8-13(16)18)7-17(9)12-4-2-11(15)3-5-12/h2-7H,8H2,1H3,(H2,16,18)
 
InChI=1S/C14H13FN2O3/c1-9-12(14(19)20-8-13(16)18)6-7-17(9)11-4-2-10(15)3-5-11/h2-7H,8H2,1H3,(H2,16,18)
 
InChI=1S/C13H12FN3O3/c1-8-11(13(19)20-7-12(15)18)6-16-17(8)10-4-2-9(14)3-5-10/h2-6H,7H2,1H3,(H2,15,18)
 
InChI=1S/C14H11FN4O2/c1-8-11(14-18-12(7-21-14)13(16)20)6-17-19(8)10-4-2-9(15)3-5-10/h2-7H,1H3,(H2,16,20)
 
InChI=1S/C16H14FN3O2/c1-9-7-13(16-19-14(8-22-16)15(18)21)10(2)20(9)12-5-3-11(17)4-6-12/h3-8H,1-2H3,(H2,18,21)
 
InChI=1S/C13H9FN4O2/c14-9-1-3-10(4-2-9)18-6-8(5-16-18)13-17-11(7-20-13)12(15)19/h1-7H,(H2,15,19)
 
The above in Chemdraw SMILES:


FC1=CC=C(N2C(C)=CC(CNCC(N)=O)=C2C)C=C1
FC1=CC=C(N2C(C)=CC(CNCC(N)=O)=C2C)C=C1
FC3=CC=C(N4C(C)=CC(CN(C)CC(N)=O)=C4C)C=C3
FC5=CC=C(N6C(C)=CC(C(N(C)CC(N)=O)=O)=C6C)C=C5
FC7=CC=C(N8C(C)=CC(COCC(N)=O)=C8C)C=C7
FC9=CC=C(N%10C(C)=CC(C%11=NC(C(N)=O)=CO%11)=C%10C)C=C9
FC%12=CC=C(N%13N=CC(C%14=NC(C(N)=O)=CO%14)=C%13)C=C%12
FC%15=CC=C(N%16N=CC(C%17=NC(C(N)=O)=CO%17)=C%16C)C=C%15
FC%18=CC=C(N%19C=CC(C(OCC(N)=O)=O)=C%19)C=C%18
FC%20=CC=C(N%21C=C(C)C(C(OCC(N)=O)=O)=C%21C)C=C%20
FC%22=CC=C(N%23C(C)=CC(C(OCC(N)=O)=O)=C%23)C=C%22
FC%24=CC=C(N%25N=CC(C(OCC(N)=O)=O)=C%25C)C=C%24
FC%26=CC=C(N%27C=CC(C(OCC(N)=O)=O)=C%27C)C=C%26
FC%28=CC=C(N%29C(C)=CC(C%30=NOC(C(N)=O)=N%30)=C%29C)C=C%28
FC%31=CC=C(N%32C(C)=CC(C%33=NN=C(C(N)=O)O%33)=C%32C)C=C%31
FC%34=CC=C(N%35C(C)=CC(C(OCC(NC)=O)=O)=C%35C)C=C%34
FC%36=CC=C(N%37C(C)=CC(C(OCC(N(C)C)=O)=O)=C%37C)C=C%36
FC%38=CC=C(N%39C(C)=CC(/C=C%40S/C(NC\%40=O)=N\CC[OH/Me])=C%39C)C=C%38
FC%41=CC=C(N%42C(C)=CC(/C=C%43SC(N%44CCOCC%44)=NC\%43=O)=C%42C)C=C%41
FC%45=CC=C(N%46C(C)=CC(/C=C%47S/C(NC\%47=O)=N\CCN(C)C)=C%46C)C=C%45
FC%48=CC=C(N%49C(C)=CC(/C=C%50S/C(NC\%50=O)=N\C%51=CC=CC=N%51)=C%49C)C=C%48
FC%52=CC=C(N%53C(C)=CC(/C=C%54S/C(NC\%54=O)=N\C(C)=O)=C%53C)C=C%52
FC%55=CC=C(N%56C(C)=C(C=NC(OCC(N)=O)=C%57)C%57=C%56C)C=C%55
FC%58=CC=C(N%59C(C)=CC(C%60C(C=CC=C%61)=C%61B(O)O%60)=C%59C)C=C%58
FC%62=CC=C(N%63C(C)=CC(C(C)(C)C%64=C(O)N=C(CN%65CCOCC%65)O%64)=C%63C)C=C%62
FC%66=CC=C(N%67C(C)=CC(S(N(C)CC(N)=O)(=O)=O)=C%67C)C=C%66


FC1=CC=C(N2C(C)=CC(CN(C)CC(N)=O)=C2C)C=C1
=== SMARTS Filter ===  
 
FC1=CC=C(N2C(C)=CC(C(N(C)CC(N)=O)=O)=C2C)C=C1
 
FC1=CC=C(N2C(C)=CC(COCC(N)=O)=C2C)C=C1
 
FC1=CC=C(N2C=CC(C(OCC(N)=O)=O)=C2)C=C1
 
FC1=CC=C(N2C=C(C)C(C(OCC(N)=O)=O)=C2C)C=C1
 
FC1=CC=C(N2C(C)=CC(C(OCC(N)=O)=O)=C2)C=C1
 
FC1=CC=C(N2C=CC(C(OCC(N)=O)=O)=C2C)C=C1
 
FC1=CC=C(N2N=CC(C(OCC(N)=O)=O)=C2C)C=C1
 
FC1=CC=C(N2N=CC(C3=NC(C(N)=O)=CO3)=C2C)C=C1
 
FC1=CC=C(N2C(C)=CC(C3=NC(C(N)=O)=CO3)=C2C)C=C1
 
FC1=CC=C(N2N=CC(C3=NC(C(N)=O)=CO3)=C2)C=C1
 
==== Near Neighbours ====
 
InChI=1S/C18H18FN3O2S/c1-11-9-13(10-16-17(24)21-18(25-16)20-7-8-23)12(2)22(11)15-5-3-14(19)4-6-15/h3-6,9-10,23H,7-8H2,1-2H3,(H,20,21,24)/b16-10-
 
InChI=1S/C19H20FN3O2S/c1-12-10-14(13(2)23(12)16-6-4-15(20)5-7-16)11-17-18(24)22-19(26-17)21-8-9-25-3/h4-7,10-11H,8-9H2,1-3H3,(H,21,22,24)/b17-11-
 
InChI=1S/C20H20FN3O2S/c1-13-11-15(14(2)24(13)17-5-3-16(21)4-6-17)12-18-19(25)22-20(27-18)23-7-9-26-10-8-23/h3-6,11-12H,7-10H2,1-2H3/b18-12-
 
InChI=1S/C21H17FN4OS/c1-13-11-15(14(2)26(13)17-8-6-16(22)7-9-17)12-18-20(27)25-21(28-18)24-19-5-3-4-10-23-19/h3-12H,1-2H3,(H,23,24,25,27)/b18-12-
 
SMILES:
 
FC1=CC=C(N2C(C)=CC(/C=C3S/C(NC\3=O)=N/CCO)=C2C)C=C1
 
FC1=CC=C(N2C(C)=CC(/C=C3S/C(NC\3=O)=N/CCOC)=C2C)C=C1


FC1=CC=C(N2C(C)=CC(/C=C3SC(N4CCOCC4)=NC\3=O)=C2C)C=C1
A [http://pasilla.health.unm.edu/tomcat/biocomp/smartsfilter SMARTS filter] was carried out on the above compounds with the following summary (All fail on the Alarm NMR):


FC1=CC=C(N2C(C)=CC(/C=C3S/C(NC\3=O)=N/C4=NC=CC=C4)=C2C)C=C1
total: 24
passed: 6 (25.0%)
failed: 18 (75.0%)
failed glaxo_unsuitable_leads: 0 (0.0%)
failed glaxo_unsuitable_natprod: 0 (0.0%)
failed glaxo_reactive: 0 (0.0%)
failed ursu_reactive: 0 (0.0%)
failed lint_blake-v2: 1 (4.2%)
failed oprea_filters: 1 (4.2%)
failed MLSMR_excluded: 12 (50.0%)
failed MLSMR_allowed: 1 (4.2%)
failed toxic: 0 (0.0%)
failed pains: 15 (62.5%)

Revision as of 21:16, 7 June 2012

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Desired Analogues

This is a list of compounds we are currently targeting or would like to have access to. If you happen to have some of these compounds, or their close analogues, in your labs or would like to make them then please get in touch. The compounds highlighted in red are current priority compounds, please get in touch on The Synaptic Leap with your views.

Desired compounds

The .cdx files is available via a public dropbox

The near neighbour compounds could be avaiable from the authors of this paper

SMILES list:

FC1=CC=C(N2C(C)=CC(CNCC(N)=O)=C2C)C=C1 FC3=CC=C(N4C(C)=CC(CN(C)CC(N)=O)=C4C)C=C3 FC5=CC=C(N6C(C)=CC(C(N(C)CC(N)=O)=O)=C6C)C=C5 FC7=CC=C(N8C(C)=CC(COCC(N)=O)=C8C)C=C7 FC9=CC=C(N%10C(C)=CC(C%11=NC(C(N)=O)=CO%11)=C%10C)C=C9 FC%12=CC=C(N%13N=CC(C%14=NC(C(N)=O)=CO%14)=C%13)C=C%12 FC%15=CC=C(N%16N=CC(C%17=NC(C(N)=O)=CO%17)=C%16C)C=C%15 FC%18=CC=C(N%19C=CC(C(OCC(N)=O)=O)=C%19)C=C%18 FC%20=CC=C(N%21C=C(C)C(C(OCC(N)=O)=O)=C%21C)C=C%20 FC%22=CC=C(N%23C(C)=CC(C(OCC(N)=O)=O)=C%23)C=C%22 FC%24=CC=C(N%25N=CC(C(OCC(N)=O)=O)=C%25C)C=C%24 FC%26=CC=C(N%27C=CC(C(OCC(N)=O)=O)=C%27C)C=C%26 FC%28=CC=C(N%29C(C)=CC(C%30=NOC(C(N)=O)=N%30)=C%29C)C=C%28 FC%31=CC=C(N%32C(C)=CC(C%33=NN=C(C(N)=O)O%33)=C%32C)C=C%31 FC%34=CC=C(N%35C(C)=CC(C(OCC(NC)=O)=O)=C%35C)C=C%34 FC%36=CC=C(N%37C(C)=CC(C(OCC(N(C)C)=O)=O)=C%37C)C=C%36 FC%38=CC=C(N%39C(C)=CC(/C=C%40S/C(NC\%40=O)=N\CC[OH/Me])=C%39C)C=C%38 FC%41=CC=C(N%42C(C)=CC(/C=C%43SC(N%44CCOCC%44)=NC\%43=O)=C%42C)C=C%41 FC%45=CC=C(N%46C(C)=CC(/C=C%47S/C(NC\%47=O)=N\CCN(C)C)=C%46C)C=C%45 FC%48=CC=C(N%49C(C)=CC(/C=C%50S/C(NC\%50=O)=N\C%51=CC=CC=N%51)=C%49C)C=C%48 FC%52=CC=C(N%53C(C)=CC(/C=C%54S/C(NC\%54=O)=N\C(C)=O)=C%53C)C=C%52 FC%55=CC=C(N%56C(C)=C(C=NC(OCC(N)=O)=C%57)C%57=C%56C)C=C%55 FC%58=CC=C(N%59C(C)=CC(C%60C(C=CC=C%61)=C%61B(O)O%60)=C%59C)C=C%58 FC%62=CC=C(N%63C(C)=CC(C(C)(C)C%64=C(O)N=C(CN%65CCOCC%65)O%64)=C%63C)C=C%62 FC%66=CC=C(N%67C(C)=CC(S(N(C)CC(N)=O)(=O)=O)=C%67C)C=C%66

SMARTS Filter

A SMARTS filter was carried out on the above compounds with the following summary (All fail on the Alarm NMR):

total: 24 passed: 6 (25.0%) failed: 18 (75.0%) failed glaxo_unsuitable_leads: 0 (0.0%) failed glaxo_unsuitable_natprod: 0 (0.0%) failed glaxo_reactive: 0 (0.0%) failed ursu_reactive: 0 (0.0%) failed lint_blake-v2: 1 (4.2%) failed oprea_filters: 1 (4.2%) failed MLSMR_excluded: 12 (50.0%) failed MLSMR_allowed: 1 (4.2%) failed toxic: 0 (0.0%) failed pains: 15 (62.5%)

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