OSDDMalaria:GSK Arylpyrrole Series:desired compounds
The decisions about the compounds discussed below is being carried out at The Synaptic Leap
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.
The .cdx file 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%)
Commercially available analogues of desired compounds
This is a list of commercially available analogues of the above compounds. The cores of each of the different classes in the above list were searched by eMolecules.com and by supplier websites. Partial search carried out by via Molport.
The .cdx file is available via a public dropbox
SMILES list
CNC(=O)COC(=O)c1cc(C)n(c2ccc(F)cc2)c1C
Fc1ccc(cc1)n1c(C)cc(C(=O)OCC(=O)N(C)C)c1C
CCN(CC(=O)Nc1c(F)cccc1F)C(=O)c1cc(C)n(c2ccc(F)cc2)c1C
O=C1NCCN(C1)C(=O)c1cc(C)n(c2ccccc2)c1C
O=C(Nc1noc(C)c1)CN(C)C(=O)c1cc(C)n(c2cccc(C)c2)c1C
CNC(=O)CN(C)C(=O)c1cc(C)n(c2ccc(Br)cc2)c1C
CN(C)C(=O)CNC(=O)c1cc(C)n(c2ccccc2)c1C
CNC(=O)CN1CCC(CC1)NCc1cc(C)n(c2ccc(Cl)cc2)c1C
COc1cccc(NC(=O)CSc2nnc(o2)c2cc(C)n(c3ccccc3)c2C)c1
O=C(CSc1nnc(o1)c1cc(C)n(c2ccccc2)c1C)Nc1cccc(C)c1C
O=C(NCC)[C@H](C[C@@H](N)C1)N1CC2=C(C)N(C(C)=C2)C3=CC=CC=C3Cl
O=C(NC1=O)/C(S1)=C([H])/C(C=C(N2C3=CN=CC=C3)C)=C2C
O=C(NC1=O)/C(S1)=C([H])/C(C=C(N2C3=CC=NC=C3)C)=C2C
CC(N1C2=CC=CC=C2)=C(/C([H])=C(S3)/C(NC3=O)=O)C=C1C4=CC=CC=C4
CN1C=C(/C=C2C(N/C(S/2)=N\C3=CC=C(F)C=C3)=O)C4=C1C=CC=C4
